GB1105426A - Thioanilides and their preparation and conversion to n-phenylamidines - Google Patents

Thioanilides and their preparation and conversion to n-phenylamidines

Info

Publication number
GB1105426A
GB1105426A GB2504266A GB2504266A GB1105426A GB 1105426 A GB1105426 A GB 1105426A GB 2504266 A GB2504266 A GB 2504266A GB 2504266 A GB2504266 A GB 2504266A GB 1105426 A GB1105426 A GB 1105426A
Authority
GB
United Kingdom
Prior art keywords
formula
hydrogen
compound
thioanilides
phenylamidines
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
GB2504266A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB1105426A publication Critical patent/GB1105426A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/10—1,2,5-Thiadiazoles; Hydrogenated 1,2,5-thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Novel compounds of the formula <FORM:1105426/C2/1> where R is a five-membered heterocyclic radical containing nitrogen and suphur and each of R1 and R2 is a hydrogen or a halogen atom or a C1- 5 alkyl, phenyl, halophenyl, thienyl, C1- 5 alkoxy, C1- 5 alkylthio, phenoxy, or phenylthio radical, provided that when both R1 and R2 are other than halogen, at least one of R1 and R2 is hydrogen, are obtained by treating compounds of the formula <FORM:1105426/C2/2> with sulphur at a temperature of 100 DEG -200 DEG C. The thio-anilides thus obtained may be treated with ammonia or an ammonium salt to form the corresponding amidines. The starting compounds for the above process may be obtained by treating a compound of the formula <FORM:1105426/C2/3> with a compound of the formula ClCH2-R, in which formulae R, R1 and R2 are as defined above.
GB2504266A 1965-06-08 1966-06-06 Thioanilides and their preparation and conversion to n-phenylamidines Expired GB1105426A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US46239465A 1965-06-08 1965-06-08

Publications (1)

Publication Number Publication Date
GB1105426A true GB1105426A (en) 1968-03-06

Family

ID=23836287

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2504266A Expired GB1105426A (en) 1965-06-08 1966-06-06 Thioanilides and their preparation and conversion to n-phenylamidines

Country Status (5)

Country Link
BR (1) BR6680161D0 (en)
CH (1) CH472421A (en)
DE (1) DE1620006A1 (en)
GB (1) GB1105426A (en)
NL (1) NL6607412A (en)

Also Published As

Publication number Publication date
DE1620006A1 (en) 1970-02-12
CH472421A (en) 1969-05-15
BR6680161D0 (en) 1973-12-26
NL6607412A (en) 1966-12-09

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