GB495684A - Process for the manufacture of disubstituted carbamic acid esters of phenols - Google Patents

Process for the manufacture of disubstituted carbamic acid esters of phenols

Info

Publication number
GB495684A
GB495684A GB9735/38A GB973538A GB495684A GB 495684 A GB495684 A GB 495684A GB 9735/38 A GB9735/38 A GB 9735/38A GB 973538 A GB973538 A GB 973538A GB 495684 A GB495684 A GB 495684A
Authority
GB
United Kingdom
Prior art keywords
chloride
quaternary
carbamic acid
bromide
carbamoyl
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
GB9735/38A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB495684A publication Critical patent/GB495684A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids

Landscapes

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

Abstract

Disubstituted carbamic acid esters of phenols containing a tertiary or quaternary nitrogen atom in aliphatic or heterocyclic combination are prepared by treating a phenol containing the said nitrogen atom with a carbamic acid halide which is N-substituted by alkyl, aryl, or aralkyl groups or in which the nitrogen atom forms part of a piperidine ring. Examples are given of the interaction of (1) m-dimethylaminophenol and a -methylpiperidine-N-carbonyl chloride; (2) m-diethylaminophenol and dimethyl-carbamoyl chloride; (3) m-oxyphenyl-trimethylammonium hydroxide, prepared by treating the corresponding bromide with silver oxide or potassium hydroxide, and methylphenyl-carbamoyl chloride; the resulting quaternary chloride may be converted into the bromide by means of sodium bromide; and (4) m-dimethylaminophenol and methylbenzyl-carbamoyl chloride. The products, when not quaternary, may be converted into quaternary compounds by methyl bromide or iodide. Carbamoyl chlorides. a -Methylpiperidine-N-carbonyl chloride is obtained by treating a -pipecoline with phosgene in benzene solution. Methylbenzyl-carbamoyl chloride is similarly prepared.
GB9735/38A 1937-04-24 1938-03-30 Process for the manufacture of disubstituted carbamic acid esters of phenols Expired GB495684A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE495684X 1937-04-24

Publications (1)

Publication Number Publication Date
GB495684A true GB495684A (en) 1938-11-17

Family

ID=6544938

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9735/38A Expired GB495684A (en) 1937-04-24 1938-03-30 Process for the manufacture of disubstituted carbamic acid esters of phenols

Country Status (1)

Country Link
GB (1) GB495684A (en)

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