ES429949A1 - A PROCEDURE FOR THE PREPARATION OF BENZYLPYRIMIDINE DERIVATIVES. - Google Patents
A PROCEDURE FOR THE PREPARATION OF BENZYLPYRIMIDINE DERIVATIVES.Info
- Publication number
- ES429949A1 ES429949A1 ES429949A ES429949A ES429949A1 ES 429949 A1 ES429949 A1 ES 429949A1 ES 429949 A ES429949 A ES 429949A ES 429949 A ES429949 A ES 429949A ES 429949 A1 ES429949 A1 ES 429949A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- formula
- alkyl
- procedure
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
- C07D207/327—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
- C07D239/49—Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/155—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
A procedure for the preparation of benzylpyrimidine derivatives of the general formula **(See formula)** in which R1 and R2 each independently represent a C1-3alkyl, C1-3alkoxy, C2-3alkenyl or C2-3alkenyloxy group, Z represents a nitro, amino, pyrrolo, pyrrolidino piperidino group, -NHR4, -N (R4), -NHR5, -N (R4) (R5), -NR4COOR4, -NHCOOR4, -RHCONHR3, -NHCSNHR3, R4 represents a C1-3 alkyl or C2-3 alkenyl group, R5 represents an acyl group R3 represents a hydrogen atom or a group of C1-3 alkyl or C2-3 alkenyl and its salts, the process of which comprises reacting a compound of the general formula **(See formula)** where R6 represents a lower alkyl group or the two symbols R6 together represent a lower alkylene group, Y represents a leaving group and Z, R1, R2, R3, R4 and R5 have the aforementioned meaning, with guanidine and converting, if desired, a compound obtained from formula I into a salt. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1305773A CH591456A5 (en) | 1973-09-12 | 1973-09-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES429949A1 true ES429949A1 (en) | 1976-10-01 |
Family
ID=4388903
Family Applications (7)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES429949A Expired ES429949A1 (en) | 1973-09-12 | 1974-09-11 | A PROCEDURE FOR THE PREPARATION OF BENZYLPYRIMIDINE DERIVATIVES. |
| ES437012A Expired ES437012A1 (en) | 1973-09-12 | 1975-04-25 | A PROCEDURE FOR THE PREPARATION OF BENZYL-PYRIMIDINE DERIVATIVES. |
| ES437011A Expired ES437011A1 (en) | 1973-09-12 | 1975-04-25 | Benzylpyrimidine derivatives |
| ES437009A Expired ES437009A1 (en) | 1973-09-12 | 1975-04-25 | Benzylpyrimidine derivatives |
| ES437008A Expired ES437008A1 (en) | 1973-09-12 | 1975-04-25 | A PROCEDURE FOR THE PREPARATION OF BENZYL-PYRIMIDINE DERIVATIVES. |
| ES437007A Expired ES437007A1 (en) | 1973-09-12 | 1975-04-25 | PROCEDURE FOR THE PREPARATION OF BENZYLPIRIMIDINE DERIVATIVES. |
| ES437013A Expired ES437013A1 (en) | 1973-09-12 | 1975-04-25 | A PROCEDURE FOR THE PREPARATION OF BENZYL-PYRIMIDINE DERIVATIVES. |
Family Applications After (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES437012A Expired ES437012A1 (en) | 1973-09-12 | 1975-04-25 | A PROCEDURE FOR THE PREPARATION OF BENZYL-PYRIMIDINE DERIVATIVES. |
| ES437011A Expired ES437011A1 (en) | 1973-09-12 | 1975-04-25 | Benzylpyrimidine derivatives |
| ES437009A Expired ES437009A1 (en) | 1973-09-12 | 1975-04-25 | Benzylpyrimidine derivatives |
| ES437008A Expired ES437008A1 (en) | 1973-09-12 | 1975-04-25 | A PROCEDURE FOR THE PREPARATION OF BENZYL-PYRIMIDINE DERIVATIVES. |
| ES437007A Expired ES437007A1 (en) | 1973-09-12 | 1975-04-25 | PROCEDURE FOR THE PREPARATION OF BENZYLPIRIMIDINE DERIVATIVES. |
| ES437013A Expired ES437013A1 (en) | 1973-09-12 | 1975-04-25 | A PROCEDURE FOR THE PREPARATION OF BENZYL-PYRIMIDINE DERIVATIVES. |
Country Status (28)
| Country | Link |
|---|---|
| JP (1) | JPS6042238B2 (en) |
| AR (2) | AR207764A1 (en) |
| AT (1) | AT338797B (en) |
| BE (1) | BE819773A (en) |
| BR (1) | BR7407614D0 (en) |
| CA (1) | CA1037476A (en) |
| CH (1) | CH591456A5 (en) |
| CU (1) | CU34115A (en) |
| DD (2) | DD116824A5 (en) |
| DE (1) | DE2443682C2 (en) |
| DK (1) | DK135683B (en) |
| ES (7) | ES429949A1 (en) |
| FI (1) | FI58638C (en) |
| FR (1) | FR2242984B1 (en) |
| GB (3) | GB1484483A (en) |
| HK (1) | HK181A (en) |
| HU (1) | HU170427B (en) |
| IE (1) | IE40523B1 (en) |
| IL (1) | IL45510A (en) |
| LU (1) | LU70878A1 (en) |
| NL (1) | NL155827B (en) |
| NO (1) | NO140858C (en) |
| PH (1) | PH10643A (en) |
| PL (2) | PL99159B1 (en) |
| SE (1) | SE419443B (en) |
| SU (3) | SU577987A3 (en) |
| YU (3) | YU217874A (en) |
| ZA (1) | ZA745317B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4515948A (en) * | 1973-09-12 | 1985-05-07 | Hoffmann-La Roche Inc. | 2,4-Diamino-5-(4-amino and 4-dimethylamino-3,5-dimethoxy benzyl)pyrimidines |
| EP0001633A1 (en) * | 1977-10-18 | 1979-05-02 | The Wellcome Foundation Limited | Processes for preparing tri-heterocyclic substituted methanes and their conversion into further intermediates useful in the preparation of pharmacologically active compounds |
| CH639273A5 (en) * | 1978-09-12 | 1983-11-15 | Hoffmann La Roche | DIURETIC MEANS. |
| JPS5888368A (en) * | 1981-11-09 | 1983-05-26 | ザ・ウエルカム・フアウンデ−シヨン・リミテツド | Manufacture of benzylpyrimidine derivative |
| DE3250132C2 (en) * | 1981-11-09 | 1997-01-16 | Mallinckrodt Veterinary Inc | 2,4-Di:amino-5-benzyl-pyrimidine derivs. prepn. |
| GB2180836A (en) * | 1985-09-27 | 1987-04-08 | William James Stephen Barker | Sunscreen |
| CA1300166C (en) * | 1987-12-03 | 1992-05-05 | Alfredo Guerrato | Process for the preparation of a benzoic acid ester |
| US4900859A (en) * | 1987-12-03 | 1990-02-13 | Hoffman-La Roche Inc. | Process for 4-dimethylamino-3,5-dimethoxybenzaldehyde |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1103931B (en) * | 1957-02-21 | 1961-04-06 | Wellcome Found | Process for the preparation of 2,4-diamino-5-benzylpyrimidine derivatives |
| US3485840A (en) * | 1964-11-12 | 1969-12-23 | Hoffmann La Roche | 2,4-diamino - 5 - (2',4',5'-substituted benzyl) pyrimidines,intermediates and processes |
-
1973
- 1973-09-12 CH CH1305773A patent/CH591456A5/xx not_active IP Right Cessation
-
1974
- 1974-01-01 AR AR255569A patent/AR207764A1/en active
- 1974-08-06 YU YU02178/74A patent/YU217874A/en unknown
- 1974-08-19 ZA ZA00745317A patent/ZA745317B/en unknown
- 1974-08-21 IL IL45510A patent/IL45510A/en unknown
- 1974-08-21 CA CA207,509A patent/CA1037476A/en not_active Expired
- 1974-09-02 FI FI2561/74A patent/FI58638C/en active
- 1974-09-03 NL NL7411685.A patent/NL155827B/en not_active IP Right Cessation
- 1974-09-04 DK DK468374AA patent/DK135683B/en unknown
- 1974-09-06 PL PL1974195308A patent/PL99159B1/en unknown
- 1974-09-06 PL PL1974173909A patent/PL97757B1/en unknown
- 1974-09-09 PH PH16253A patent/PH10643A/en unknown
- 1974-09-09 SE SE7411382A patent/SE419443B/en unknown
- 1974-09-09 IE IE1870/74A patent/IE40523B1/en unknown
- 1974-09-10 FR FR7430568A patent/FR2242984B1/fr not_active Expired
- 1974-09-10 LU LU70878A patent/LU70878A1/xx unknown
- 1974-09-10 DD DD181015A patent/DD116824A5/xx unknown
- 1974-09-10 DD DD190238A patent/DD122785A5/xx unknown
- 1974-09-10 JP JP49103536A patent/JPS6042238B2/en not_active Expired
- 1974-09-11 CU CU34115A patent/CU34115A/en unknown
- 1974-09-11 AT AT735174A patent/AT338797B/en not_active IP Right Cessation
- 1974-09-11 SU SU7402058406A patent/SU577987A3/en active
- 1974-09-11 GB GB47894/76A patent/GB1484483A/en not_active Expired
- 1974-09-11 ES ES429949A patent/ES429949A1/en not_active Expired
- 1974-09-11 HU HUHO1718A patent/HU170427B/hu not_active IP Right Cessation
- 1974-09-11 GB GB47893/76A patent/GB1484482A/en not_active Expired
- 1974-09-11 NO NO743271A patent/NO140858C/en unknown
- 1974-09-11 GB GB39617/74A patent/GB1484481A/en not_active Expired
- 1974-09-11 BE BE148396A patent/BE819773A/en not_active IP Right Cessation
- 1974-09-12 DE DE2443682A patent/DE2443682C2/en not_active Expired
- 1974-09-12 BR BR7614/74A patent/BR7407614D0/en unknown
-
1975
- 1975-04-25 ES ES437012A patent/ES437012A1/en not_active Expired
- 1975-04-25 ES ES437011A patent/ES437011A1/en not_active Expired
- 1975-04-25 ES ES437009A patent/ES437009A1/en not_active Expired
- 1975-04-25 ES ES437008A patent/ES437008A1/en not_active Expired
- 1975-04-25 ES ES437007A patent/ES437007A1/en not_active Expired
- 1975-04-25 ES ES437013A patent/ES437013A1/en not_active Expired
- 1975-06-20 SU SU7502145932A patent/SU571189A3/en active
- 1975-06-20 SU SU752145937A patent/SU609465A3/en active
- 1975-06-30 AR AR259408A patent/AR211387Q/en unknown
-
1980
- 1980-11-27 YU YU3015/80A patent/YU37153B/en unknown
- 1980-11-27 YU YU3016/80A patent/YU37154B/en unknown
-
1981
- 1981-01-08 HK HK1/81A patent/HK181A/en unknown
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