ES430457A1 - PROCEDURE FOR THE PREPARATION OF 2-ALCOXI-BENZOIC ACIDS SUBSTITUTED WITH SULFAMOYL IN POSITION 5. - Google Patents
PROCEDURE FOR THE PREPARATION OF 2-ALCOXI-BENZOIC ACIDS SUBSTITUTED WITH SULFAMOYL IN POSITION 5.Info
- Publication number
- ES430457A1 ES430457A1 ES430457A ES430457A ES430457A1 ES 430457 A1 ES430457 A1 ES 430457A1 ES 430457 A ES430457 A ES 430457A ES 430457 A ES430457 A ES 430457A ES 430457 A1 ES430457 A1 ES 430457A1
- Authority
- ES
- Spain
- Prior art keywords
- sulfamoyl
- substituted
- alkoxybenzaldehyde
- molecular weight
- low molecular
- 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
- 238000000034 method Methods 0.000 title abstract 3
- -1 SULFAMOYL Chemical group 0.000 title abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003158 alcohol group Chemical group 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 150000001241 acetals Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002632 imidazolidinyl group Chemical group 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A process for the preparation of sulfamoyl-substituted 2-alkoxybenzoic acids in the 5-position, corresponding to the following general formula: **(See formula)** in which: A is a low molecular weight (1 to 5 carbon atoms) alcohol or alkenyl radical; B is a low molecular weight amino, monoalkoxylamino or dialcoylamino radical in which the alcohol groups can be linked together to form a ring with or without nitrogen, oxygen or sulfur; when the ring contains a nitrogen atom, said nitrogen atom can be attached to a low molecular weight alcohol group, an example of the resulting rings being: pyrrolidinyl, piperidinyl, imidazolidinyl, piperazine, morpholino or diazolidinyl, characterized in that said process comprises Starting from the salicylic aldehyde, treat it with an alcoholizing agent to produce a 2-alkoxybenzaldehyde on which ethyl orthoformate is reacted, so that the 2-alkoxybenzaldehyde diethylacetal is produced; this acetal, when treated with chlorosulfonic acid gives the corresponding 2-alkoxy-5-chlorosulfonylbenzaldehyde, which by treatment with ammonia or an amine gives the sulfamoyl-substituted 2-alkoxybenzaldehyde in the desired 5-position, which is oxidized then by an oxidizing agent to give the sulfamoyl-substituted 2-alkoxy-benzoic acid in the corresponding 5-position. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7335277A FR2245630B1 (en) | 1973-10-02 | 1973-10-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES430457A1 true ES430457A1 (en) | 1976-10-16 |
Family
ID=9125844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES430457A Expired ES430457A1 (en) | 1973-10-02 | 1974-09-27 | PROCEDURE FOR THE PREPARATION OF 2-ALCOXI-BENZOIC ACIDS SUBSTITUTED WITH SULFAMOYL IN POSITION 5. |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5850985B2 (en) |
| AR (1) | AR202319A1 (en) |
| CA (1) | CA1032552A (en) |
| DE (1) | DE2444720A1 (en) |
| ES (1) | ES430457A1 (en) |
| FI (1) | FI60556C (en) |
| FR (1) | FR2245630B1 (en) |
| GB (2) | GB1474040A (en) |
| IE (1) | IE39922B1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2933979A1 (en) * | 1979-08-22 | 1981-03-12 | Bayer Ag, 5090 Leverkusen | NEW 4-FLUOR-3-PHENOXY-BENZALDEHYDACETALS AND METHOD FOR THEIR PRODUCTION AND NEW INTERMEDIATE PRODUCTS FOR THIS AND METHOD FOR THEIR PRODUCTION. |
| US4453004A (en) * | 1982-04-01 | 1984-06-05 | International Telephone And Telegraph Corporation | Process for the alkylation of phenolic compounds |
| US6730786B2 (en) | 2000-06-22 | 2004-05-04 | Pfizer Inc | Process for the preparation of pyrazolopyrimidinones |
-
1973
- 1973-10-02 FR FR7335277A patent/FR2245630B1/fr not_active Expired
-
1974
- 1974-09-19 DE DE19742444720 patent/DE2444720A1/en not_active Withdrawn
- 1974-09-26 FI FI2809/74A patent/FI60556C/en active
- 1974-09-26 GB GB5282575A patent/GB1474040A/en not_active Expired
- 1974-09-26 CA CA210,187A patent/CA1032552A/en not_active Expired
- 1974-09-26 GB GB4193374A patent/GB1474039A/en not_active Expired
- 1974-09-27 JP JP49111333A patent/JPS5850985B2/en not_active Expired
- 1974-09-27 ES ES430457A patent/ES430457A1/en not_active Expired
- 1974-09-27 AR AR255811A patent/AR202319A1/en active
- 1974-09-30 IE IE2022/74A patent/IE39922B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2245630B1 (en) | 1977-03-11 |
| JPS5062948A (en) | 1975-05-29 |
| GB1474040A (en) | 1977-05-18 |
| JPS5850985B2 (en) | 1983-11-14 |
| FI60556C (en) | 1982-02-10 |
| FI280974A7 (en) | 1975-04-03 |
| AR202319A1 (en) | 1975-05-30 |
| GB1474039A (en) | 1977-05-18 |
| FR2245630A1 (en) | 1975-04-25 |
| FI60556B (en) | 1981-10-30 |
| CA1032552A (en) | 1978-06-06 |
| IE39922B1 (en) | 1979-01-31 |
| IE39922L (en) | 1975-04-02 |
| DE2444720A1 (en) | 1975-04-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES8104200A1 (en) | Mercaptoacyldipeptides | |
| ES452288A1 (en) | Isolation of carboxylic acids from their aqueous solutions | |
| IE40068L (en) | 1, 4- dihydro -h- isoquinolines | |
| BG41309A3 (en) | METHOD FOR REFINING PETROLEUM PRODUCTS | |
| ES430457A1 (en) | PROCEDURE FOR THE PREPARATION OF 2-ALCOXI-BENZOIC ACIDS SUBSTITUTED WITH SULFAMOYL IN POSITION 5. | |
| KR950008491A (en) | Method for preparing 1-substituted-5 (4H) -tetrazolinone | |
| ES414954A1 (en) | PROCEDURE FOR THE PREPARATION OF 4- (4-BIPHENYLIL) -BUTA- NOLES. | |
| ES493223A0 (en) | PROCEDURE FOR THE HYDROXYLATION OF 3-CHLORO-2-METHYL-PROPENO, 1, MONOOLEFINS OR DIOLEFINS | |
| ES453121A1 (en) | A METHOD FOR THE PREPARATION OF NEW DERIVATIVES OF PIRIDYL UREAS. | |
| ES394972A1 (en) | 3-lower alkyl-5-(o-(omega-amino-alkoxy)-phenoxymethyl)-isoxazoles and salts thereof | |
| ES412047A1 (en) | Preparation of dihydrocoumarin and of alkyl derivatives thereof | |
| ES409089A1 (en) | Benzodizepines | |
| ES378204A1 (en) | PROCEDURE FOR THE PREPARATION OF NEW 2-AMINO-5-NITROTIAZOLES SUBSTITUTED IN THE AMINO GROUP. | |
| ES415184A1 (en) | 2,5-disubstituted benzoic acids | |
| ES465346A1 (en) | 2h-imidazole-2-thione derivatives | |
| ES416236A1 (en) | Peroxides | |
| ES442023A1 (en) | PROCEDURE FOR THE PREPARATION OF PROPANOL DERIVATIVES. | |
| ES403885A1 (en) | A procedure for preparing derivatives substituted in n 'of N- (trimetoxy-3,4,5) cinamoil-piperazine. (Machine-translation by Google Translate, not legally binding) | |
| ES2004876A6 (en) | Manufacture of compound | |
| ES449938A1 (en) | A PROCEDURE FOR PREPARING GAMMAPIRONAS. | |
| ES432535A1 (en) | A procedure for the preparation of benzodiazepinas-1,4. (Machine-translation by Google Translate, not legally binding) | |
| ES428011A1 (en) | PROCEDURE FOR THE PREPARATION OF 2-AMINO-3,5-DIBROMO-BENZYLAMINE. | |
| ES412886A1 (en) | A procedure for the preparation of tiazolcarboxilic acid derivatives. (Machine-translation by Google Translate, not legally binding) | |
| ES449459A1 (en) | A method to produce derivatives of benzalicill carbotilic acids. (Machine-translation by Google Translate, not legally binding) | |
| ES443459A1 (en) | A procedure for the preparation of new derivatives of 3-cyanopyridines. (Machine-translation by Google Translate, not legally binding) |