GB595235A - Improvements in or relating to the manufacture of substituted sulphonamido compounds - Google Patents
Improvements in or relating to the manufacture of substituted sulphonamido compoundsInfo
- Publication number
- GB595235A GB595235A GB2577047A GB2577047A GB595235A GB 595235 A GB595235 A GB 595235A GB 2577047 A GB2577047 A GB 2577047A GB 2577047 A GB2577047 A GB 2577047A GB 595235 A GB595235 A GB 595235A
- Authority
- GB
- United Kingdom
- Prior art keywords
- guanidine
- relating
- manufacture
- sulphonamide
- ethylene glycol
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- -1 sulphonamido compounds Chemical class 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- FDDDEECHVMSUSB-UHFFFAOYSA-N Sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 3
- 150000002357 guanidines Chemical class 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 229960001663 sulfanilamide Drugs 0.000 abstract 3
- ZZTURJAZCMUWEP-UHFFFAOYSA-N diaminomethylideneazanium;hydrogen sulfate Chemical compound NC(N)=N.OS(O)(=O)=O ZZTURJAZCMUWEP-UHFFFAOYSA-N 0.000 abstract 2
- BRBKOPJOKNSWSG-UHFFFAOYSA-N Sulfaguanidine Chemical compound NC(=N)NS(=O)(=O)C1=CC=C(N)C=C1 BRBKOPJOKNSWSG-UHFFFAOYSA-N 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000006011 modification reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003456 sulfonamides Chemical class 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
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/64—X and Y being nitrogen atoms, e.g. N-sulfonylguanidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Sulphonamides of the general formula <FORM:0595235/IV/1> or <FORM:0595235/IV/2> in which X is a chlorine or bromine atom or an amino or acylamino group are prepared by heating the sulphonamide <FORM:0595235/IV/3> with a guanidine salt in the presence of a strong base at a temperature such that ammonia is formed. In a modification, the guanidine salt is reacted with the alkali metal derivative of the sulphonamide. The process may be effected at 110 DEG to 200 DEG C., if desired in the presence of a solvent such as ethylene glycol. Guanidine sulphate and carbonate are specified as suitable guanidine salts. In an example, sulphanilamide, guanidine sulphate, potassium hydroxide and ethylene glycol are heated to 160 DEG C. for 45 minutes, and p-aminobenzene-sulphonyl guanidine is separated from the product.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB595235A true GB595235A (en) | 1947-11-28 |
Family
ID=1739502
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2577047A Expired GB595235A (en) | 1943-07-19 | Improvements in or relating to the manufacture of substituted sulphonamido compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB595235A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2666073A (en) * | 1951-01-19 | 1954-01-12 | Chemie Linz Ag | Process for the manufacture of n1-acylated aminoarylsulfonamides |
-
1943
- 1943-07-19 GB GB2577047A patent/GB595235A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2666073A (en) * | 1951-01-19 | 1954-01-12 | Chemie Linz Ag | Process for the manufacture of n1-acylated aminoarylsulfonamides |
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