GB905545A - S-triazines and method of preparation - Google Patents
S-triazines and method of preparationInfo
- Publication number
- GB905545A GB905545A GB27835/61A GB2783561A GB905545A GB 905545 A GB905545 A GB 905545A GB 27835/61 A GB27835/61 A GB 27835/61A GB 2783561 A GB2783561 A GB 2783561A GB 905545 A GB905545 A GB 905545A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- aryl
- alkyl
- alkoxy
- ethyl
- 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 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 title 1
- -1 ethyln-propyl Chemical group 0.000 abstract 10
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000004104 aryloxy group Chemical group 0.000 abstract 2
- CEIPQQODRKXDSB-UHFFFAOYSA-N ethyl 3-(6-hydroxynaphthalen-2-yl)-1H-indazole-5-carboximidate dihydrochloride Chemical compound Cl.Cl.C1=C(O)C=CC2=CC(C3=NNC4=CC=C(C=C43)C(=N)OCC)=CC=C21 CEIPQQODRKXDSB-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 150000003918 triazines Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000005110 aryl thio group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/22—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to two ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises triazine compounds of the formula <FORM:0905545/IV (b)/1> wherein R1 and R2 are ethyln-propyl or isopropyl groups and R3 is an alkoxy, aryloxy, alkylthio or arylthio group and a process for the preparation of triazines of the formula <FORM:0905545/IV (b)/2> wherein R1 and R2 are ethyl-, n-propyl or isostituted alkyl or aryl, e.g. aryl-, halo-, hydroxy-, dialkoxy- or carbalkoxysubstituted alkyl, or cyano-, nitro-, halo- or alkoxy-substituted aryl, or is an aralkyl, alkoxy, aryloxy, alkylthio or arylthio radical and R5 and R6 are hydrogen, alkyl or aryl, by reacting an amidine salt of the formula R4.C(:NH)NH2.HX, wherein X is a univalent anion from an acid with Ka \sF10-6, with an imidate R1.C(:NH)OR11, wherein R1 is the same as R5 or R6 and R11 is a lower alkyl radical, preferably at a temperature of 0 DEG to 100 DEG C. in a molar ratio of 1:3. Examples describe the preparation of compounds wherein R4 is hydrogen, methyl, ethyl, phenyl, a -chloroethyl, methoxy, hydroxyethyl, a -cyano-a -methylethyl, methylthio, a -isobutoxyethoxyethyl, benzyl, diethoxymethyl, diethoxypropyl or a -acetoxymethyl and R5 and R6 are chosen from hydrogen, methyl and ethyl. By-products of the formula R1.C(:NH)NH2 are formed by interchange reactions between the amidine salt R4.C(:NH)NH2.HX and the the imidate R1.C(:NH)OR11.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US802003A US3252974A (en) | 1959-03-26 | 1959-03-26 | Sulfanilamido triazines and method of preparing the same |
| US1293060A | 1960-03-07 | 1960-03-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB905545A true GB905545A (en) | 1962-09-12 |
Family
ID=26684189
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27835/61A Expired GB905545A (en) | 1959-03-26 | 1960-03-14 | S-triazines and method of preparation |
| GB8977/60A Expired GB905544A (en) | 1959-03-26 | 1960-03-14 | Sulfatriazines and method of preparation |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8977/60A Expired GB905544A (en) | 1959-03-26 | 1960-03-14 | Sulfatriazines and method of preparation |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE589057A (en) |
| CH (2) | CH437326A (en) |
| FR (1) | FR585M (en) |
| GB (2) | GB905545A (en) |
| NL (1) | NL6504007A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK163123C (en) * | 1978-05-30 | 1992-06-09 | Du Pont | Benzene sulfonylureas for use as herbicides or plant growth regulators, preparations containing them and their use |
-
1960
- 1960-03-14 GB GB27835/61A patent/GB905545A/en not_active Expired
- 1960-03-14 GB GB8977/60A patent/GB905544A/en not_active Expired
- 1960-03-25 BE BE589057A patent/BE589057A/en unknown
- 1960-03-25 CH CH1811065A patent/CH437326A/en unknown
- 1960-03-25 CH CH339760A patent/CH432532A/en unknown
- 1960-08-31 FR FR837365A patent/FR585M/fr active Active
-
1965
- 1965-03-30 NL NL6504007A patent/NL6504007A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB905544A (en) | 1962-09-12 |
| CH432532A (en) | 1967-03-31 |
| NL6504007A (en) | 1965-05-25 |
| CH437326A (en) | 1967-06-15 |
| BE589057A (en) | 1960-09-26 |
| FR585M (en) | 1961-06-12 |
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