GB806772A - Diaminoquinazolines and method of preparing - Google Patents

Diaminoquinazolines and method of preparing

Info

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
Application number
GB10261/57A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Publication of GB806772A publication Critical patent/GB806772A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72Quinazolines; Hydrogenated quinazolines
    • C07D239/86Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/94Nitrogen 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.
GB10261/57A 1956-03-29 1957-03-28 Diaminoquinazolines and method of preparing Expired GB806772A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (7)

* Cited by examiner, † Cited by third party
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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