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Expired
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GB3999/53A
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Chinoin Private Co Ltd
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Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
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Application filed by Chinoin Gyogyszer es Vegyeszeti Termekek Gyara ZrtfiledCriticalChinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Publication of GB735731ApublicationCriticalpatent/GB735731A/en
Organic Low-Molecular-Weight Compounds And Preparation Thereof
(AREA)
Abstract
1 - Phenol - 2 - aminopropane - 1 : 3 - diol and its p-nitro derivative are N-acylated by treatment with an aliphatic carboxylic acid ester in aqueous alkaline medium, preferably in the presence of an alcohol. The starting material may be used as a mineral acid salt. The product may be purified by conversion in acid medium to the O-acylated isomer and subsequent re-formation of the N-acyl compound in alkaline solution. In the examples dl-cis-1-phenyl - 2 - amino - propane - 1 : 3 - diol is N-acetylated with ethyl acetate or N-dichloracetylated with methyl dichloracetate. The latter product is isomerized to 1-phenyl-2-amino-1-dichloracetoxypropan - 3 - ol with alcoholic hydrochloric acid and reconverted to the N-acyl compound with potassium carbonate. A further example shows the production of chloramphenicol from l - cis - 1 - (p - nitrophenyl)-2 - aminopropane - 1 : 3 - diol and methyl dichloracetate. Specification 652,273 is referred to.
GB3999/53A1952-02-161953-02-12Improvements in or relating to the n-acylation of 1-phenyl-2-aminopropan-1:3-diol and its derivatives
ExpiredGB735731A
(en)