GB598536A - Process for the production of aromatic acylsulphonamides - Google Patents
Process for the production of aromatic acylsulphonamidesInfo
- Publication number
- GB598536A GB598536A GB9869/44A GB986944A GB598536A GB 598536 A GB598536 A GB 598536A GB 9869/44 A GB9869/44 A GB 9869/44A GB 986944 A GB986944 A GB 986944A GB 598536 A GB598536 A GB 598536A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- group
- aromatic
- ether
- dimethylbenzamidine
- 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
- 125000003118 aryl group Chemical group 0.000 title abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical group O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- OQLZINXFSUDMHM-UHFFFAOYSA-N Acetamidine Chemical compound CC(N)=N OQLZINXFSUDMHM-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- -1 araliphatic Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Aromatic acylsulphonamides are prepared by the hydrolysis at an elevated temperature of a compound of the formula <FORM:0598536/IV/1> where R1 is an aliphatic, araliphatic, aromatic, cycloaliphatic or heterocyclic residue, R2 is a substituted or unsubstituted aromatic residue, and R3 is a substituted or unsubstituted amino group or an imino ether group. Hydrolysing agents mentioned include dilute aqueous or alcoholic mineral acids, particularly hydrochloric acid. In some cases also concentrated acids or alkalies may be used. Numerous examples are given to illustrate the invention. The examples comprise the hydrolysis of a series of compounds formed by the combination of an aromatic sulphonyl residue which may be either a benzene sulphonyl group para substituted with an amino group or a nitro group, or with four methyl groups, or with two chlorine atoms or unsubstituted, with an amidino group or with an imino-ether group. Amidino groups mentioned include the following, acetamidine, isovalerylamidine, butyrylamidine, isobutyrylamidine, b ,b - dimethylacrylamidine, a , b , B-trimethylacrylamidine, a - propoxy - propionylamidine, a - propoxy - isobutrylamidine, 41 - methylbenzamidine, 41 - ethylbenzamidine, 41 - propyl - benzamidine, 41 - thioethylether - benzamidine, 31 : 41 - dimethylbenzamidine, D1 - phenyl - 31 : 41 - dimethylbenzamidine, 31 - n - propyl - 41 - methoxy - benzamidine, 31 - alkyl - 41 - methoxybenzamidine, D 1 - cyclopentenylamidine, D 1 - cyclohexenylacetamidine, N1 - diethyl - 31 : 41 - dimethylbenzamidine, N1 - tolyl - 31 : 41 - dimethylbenzamidine, D1 - di methyl - 31 : 41 - dimethyl - benzamidine, 31 : 41-dimethyl - hydrocinnamylamidine, 41 - methylcinnamylamidine, 41 - methoxy - b - methylcinnamylamidine, hydrocinnamylamidine, a -naphthamidine, 41 - methyl - 11 - naphthamidine, b - naphthamidine, 1 - methoxy - 21 - naphthamidine, 1 - methyl - 21 - indenylamidine, a - furylamidine, b - pyridylamidine, 41 - chlorobenzamidine, and stearylamidine. Imino-ether groups mentioned include 3 : 41-dimethylbenziminoethyl ether, 4-methyl-benziminoethylether, and 4 - ethylmercaptobenziminoethyl ether. Specification 538,822 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH598536X | 1943-05-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB598536A true GB598536A (en) | 1948-02-20 |
Family
ID=4522600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9869/44A Expired GB598536A (en) | 1943-05-21 | 1944-05-22 | Process for the production of aromatic acylsulphonamides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB598536A (en) |
-
1944
- 1944-05-22 GB GB9869/44A patent/GB598536A/en not_active Expired
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