An improved synthesis of ceftiofur intermediate

A technology for cephem and aminocephalosporanic acid, which is applied in the directions of organic active ingredients, medical preparations containing active ingredients, organic chemistry, etc., and can solve the problems of inability to obtain separation and poor stability.
CN1639169AInactive Publication Date: 2005-07-13ORCHID CHEM & PHARM LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
ORCHID CHEM & PHARM LTD
Publication Date
2005-07-13
Estimated Expiration
Not applicable · inactive patent

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Abstract

The present invention relates to a process for preparation of 7-amino-3-[2-(furylcarbonyl)thiomethyl]-3-cephem-4-carboxylic acid (I) by the condensation of 7-aminocephalosporanic acid (II) with furyl-2-carbonylthiol (III) in the presence of borontrifluoride or its complex, in an organic solvent or mixture of solvents at 0-50° C.
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Description

technical field

[0001] The present invention discloses the use of boron trifluoride or its complex as a condensing agent, through which 7-aminocephalosporanic acid (7-amino cephalosporanic acid, 7-ACA) represented by formula (II) and furyl group represented by formula (III) - An improved method for preparing 7-amino-3-[2-(furylcarbonyl)thiomethyl]-3-cephem-4-carboxylic acid represented by formula (I) by condensation of 2-carbonylthiol.

[0002] Background technique

[0003] Ceftiofur is the generic name for compounds of formula (IV)

[0004]

[0005] Ceftiofur acid, its alkali metal, alkaline earth metal and ammonium salts are first reported in US Patent 4,464,367. Ceftiofur is the condensation product of 7-ACA with furyl-2-carbonylthiol and 2-(2-aminothiazol-4-yl)-2-methoxyimino)acetic acid at the 3-position and 7-position respectively. 7-amino-3-[2-(furylcarbonyl)thiomethyl]-3-cephem-4-carboxylic acid represented by formula (I) is a key intermediate, which determin...

Claims

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