GB806772A - Diaminoquinazolines and method of preparing - Google Patents
Diaminoquinazolines and method of preparingInfo
- Publication number
- GB806772A GB806772A GB10261/57A GB1026157A GB806772A GB 806772 A GB806772 A GB 806772A GB 10261/57 A GB10261/57 A GB 10261/57A GB 1026157 A GB1026157 A GB 1026157A GB 806772 A GB806772 A GB 806772A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diamino
- methyl
- ammonia
- prepared
- phosphoryl chloride
- 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
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises 2,4-diaminoquinazolines of the formula <FORM:0806772/IV (b)/1> (wherein R1, R2, R3 and R4 are hydrogen atoms or lower alkyl groups, at least one being a lower alkyl group and the total number of carbon atoms in all the alkyl groups present being one to five), and the preparation thereof by (a) reacting the corresponding 2 : 4-dihalogenoquinazolines with ammonia or (b) treating the corresponding 2 : 4-dihydroxyquinazoline with a halide or oxyhalide of phosphorus or a mixture of two such compounds to produce a 2,4-dihalogenoquinazoline and reacting the latter with ammonia. In examples, 6-methyl-2,4-dihydroxyquinazoline is reacted with a mixture of phosphorus pentachloride and phosphoryl chloride to form the corresponding 2,4-dichloro compound which in turn is treated with alcoholic ammonia to form 6-methyl-2,4-diaminoquinazoline; similarly is prepared 2,4-diamino-6,7-dimethylquinazoline. In further examples, 2,4-diamino-8-methyl-, and 2,4-diamino-6,8-dimethylquinazolines are prepared in like manner, phosphoryl chloride in dimethyl aniline being used in the chlorination step, and 2,4-diamino-6-ethyl-and 2,4-diamino-5-isopropyl-8-methyl quinazolines are similarly prepared using phosphoryl chloride alone.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US806772XA | 1956-03-29 | 1956-03-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB806772A true GB806772A (en) | 1958-12-31 |
Family
ID=22158917
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB10261/57A Expired GB806772A (en) | 1956-03-29 | 1957-03-28 | Diaminoquinazolines and method of preparing |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB806772A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1989005297A1 (en) * | 1987-12-03 | 1989-06-15 | Smithkline Beckman Intercredit B.V. | Compounds |
WO1990003695A2 (en) * | 1988-09-29 | 1990-04-05 | SIEMENS AKTIENGESELLSCHAFT öSTERREICH | Process and device for converting the scanning signal of an analog input signal |
US5064833A (en) * | 1989-05-10 | 1991-11-12 | Smithkline Beecham Intercredit B.V. | Substituted quinazoline derivatives for use in gastrointestinal diseases |
CN102918051A (en) * | 2010-03-16 | 2013-02-06 | 诺马德卡谟·加林多塞维利亚 | N6-(methylferrocene) quinazoline-2, 4, 6-triamine (H2) and derivatives thereof, and prodrugs for use as antibacterial, antiparasitic, antiprotozoal and antileishmanial agents |
-
1957
- 1957-03-28 GB GB10261/57A patent/GB806772A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1989005297A1 (en) * | 1987-12-03 | 1989-06-15 | Smithkline Beckman Intercredit B.V. | Compounds |
EP0322133A1 (en) * | 1987-12-03 | 1989-06-28 | SmithKline Beecham Intercredit B.V. | Quinazoline derivatives |
WO1990003695A2 (en) * | 1988-09-29 | 1990-04-05 | SIEMENS AKTIENGESELLSCHAFT öSTERREICH | Process and device for converting the scanning signal of an analog input signal |
WO1990003695A3 (en) * | 1988-09-29 | 1990-09-07 | Siemens Ag Oesterreich | Process and device for converting the scanning signal of an analog input signal |
US5064833A (en) * | 1989-05-10 | 1991-11-12 | Smithkline Beecham Intercredit B.V. | Substituted quinazoline derivatives for use in gastrointestinal diseases |
CN102918051A (en) * | 2010-03-16 | 2013-02-06 | 诺马德卡谟·加林多塞维利亚 | N6-(methylferrocene) quinazoline-2, 4, 6-triamine (H2) and derivatives thereof, and prodrugs for use as antibacterial, antiparasitic, antiprotozoal and antileishmanial agents |
CN102918051B (en) * | 2010-03-16 | 2015-09-09 | 诺马德卡谟·加林多塞维利亚 | N6-(methyl ferrocene) quinazoline-2,4,6-triamine (H2) and its derivative, and the prodrug being used as antiseptic-germicide, antiparasitic, protozoacide and anti-Leishmania agent |
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