GB1209394A - Process for preparing 5-nitroimidazoles - Google Patents

Process for preparing 5-nitroimidazoles

Info

Publication number
GB1209394A
GB1209394A GB5289968A GB5289968A GB1209394A GB 1209394 A GB1209394 A GB 1209394A GB 5289968 A GB5289968 A GB 5289968A GB 5289968 A GB5289968 A GB 5289968A GB 1209394 A GB1209394 A GB 1209394A
Authority
GB
United Kingdom
Prior art keywords
alkyl
formula
nov
nitro
acidic conditions
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
GB5289968A
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.)
Pfizer Inc
Original Assignee
Pfizer Inc
Charles Pfizer 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 Pfizer Inc, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of GB1209394A publication Critical patent/GB1209394A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,209,394. Nitro-imidazole derivatives. CHAS. PFIZER & CO. Inc. 7 Nov., 1968 [13 Nov., 1967], No. 52899/68. Addition to 1,123,049. Heading C2C. 2 - Alkyl - 5 - nitro - imidazole derivatives of the general formula where R and R<SP>1</SP> are C 1-7 alkylene and R<SP>2</SP> is C 1-4 alkyl, are prepared by contacting a 2-alkyl-5- nitroimidazole of the formula with at least an equivalent amount of a bromo compound of formula R<SP>2</SP>-S-R-Br under acidic conditions, and oxidizing the resulting thio intermediate with an oxidizing agent selected from peracids, Cr (VI) oxidants and K 2 MnO 4 , in an inert solvent. The preferred acidic conditions comprise using acetic or formic acid as solvent, but organic solvents containing amounts of mineral acid may also be used. The reaction is preferably carried out at temperatures from 80 to 100‹ C. The resulting thio derivative is isolated. The preferred oxidizing agent is chromium trioxide in acetic acid.
GB5289968A 1967-11-13 1968-11-07 Process for preparing 5-nitroimidazoles Expired GB1209394A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US68252367A 1967-11-13 1967-11-13

Publications (1)

Publication Number Publication Date
GB1209394A true GB1209394A (en) 1970-10-21

Family

ID=24740075

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5289968A Expired GB1209394A (en) 1967-11-13 1968-11-07 Process for preparing 5-nitroimidazoles

Country Status (4)

Country Link
BR (1) BR6898309D0 (en)
ES (1) ES352733A2 (en)
GB (1) GB1209394A (en)
SE (1) SE349033B (en)

Also Published As

Publication number Publication date
BR6898309D0 (en) 1973-05-10
ES352733A2 (en) 1969-09-01
SE349033B (en) 1972-09-18

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Legal Events

Date Code Title Description
PS Patent sealed
PE Patent expired