GB733992A - Process for the preparation of 4-(p-aminobenzenesulphonamido) pyrimidines - Google Patents
Process for the preparation of 4-(p-aminobenzenesulphonamido) pyrimidinesInfo
- Publication number
- GB733992A GB733992A GB32973/53A GB3297353A GB733992A GB 733992 A GB733992 A GB 733992A GB 32973/53 A GB32973/53 A GB 32973/53A GB 3297353 A GB3297353 A GB 3297353A GB 733992 A GB733992 A GB 733992A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- pyrimidine
- aminobenzenesulphonamido
- substituent
- amino group
- 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
- 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
- C07D239/69—Benzenesulfonamido-pyrimidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
In a process for the production of 4-(p-aminobenzenesulphonamido) pyrimidines, wherein a benzene sulphonyl halide having a substituent convertible to an amino group in the p-position is reacted with a 4-aminopyrimidine and the substituent in the para position is then converted to an amino group, the condensation of the benzene sulphonyl halide with the 4-amino-pyrimidine is carried out in the presence of an amine of the general formula (CH3)2N.R, in which R is an alkyl group of 2-4 carbon atoms, as an acid-binding agent. Any bis-(benzenesulphonyl)-aminopyrimidine formed in the condensation is converted to the required 4-(p-aminobenzenesulphonamido) pyrimidine by splitting off a benzene sulphonyl radical by hydrolysis, before, during or after the conversion of the para substituent to an amino group. The specified acid-binding agents include dimethyl-ethylamine, -propylamine and -butylamine. In an example 4-amino-2 : 6-dimethyl-pyrimidine and acetylsulphanilic acid chloride are heated with ethyldimethylamine in methylene dichloride, and the product is hydrolysed to give p-aminobenzenesulphonyl-4-amino - 2 : 6 - dimethylpyrimidine. Specification 673,280 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE317303X | 1952-12-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB733992A true GB733992A (en) | 1955-07-20 |
Family
ID=6150739
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB32973/53A Expired GB733992A (en) | 1952-12-22 | 1953-11-27 | Process for the preparation of 4-(p-aminobenzenesulphonamido) pyrimidines |
Country Status (4)
Country | Link |
---|---|
CH (1) | CH317303A (en) |
FR (1) | FR1089732A (en) |
GB (1) | GB733992A (en) |
NL (1) | NL84581C (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2792391A (en) * | 1954-06-15 | 1957-05-14 | Ciba Pharm Prod Inc | Process for the manufacture of sulfonamides |
-
0
- NL NL84581D patent/NL84581C/xx active
-
1953
- 1953-09-01 CH CH317303D patent/CH317303A/en unknown
- 1953-11-27 GB GB32973/53A patent/GB733992A/en not_active Expired
- 1953-12-18 FR FR1089732D patent/FR1089732A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL84581C (en) | |
FR1089732A (en) | 1955-03-21 |
CH317303A (en) | 1956-11-15 |
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