Reaktion #55549

ord-c7c9b4c983774cf492da51e178dce036

Reaktionsgleichung

CCOC(=O)C(=NOCCOC(=O)c1ccccc1)C(=O)CCl
ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate
NC(N)=S
thiourea
CC(=O)[O-].[Na+]
sodium acetate
O
water
→
CCOC(=O)C(=NOCCOC(=O)c1ccccc1)c1csc(N)n1
ethyl 2-(2-aminothiazol-4-yl)-2-(2-benzoyloxyethoxyimino)acetate
Ausbeute 29.2%

Edukte

CCOC(=O)C(=NOCCOC(=O)c1ccccc1)C(=O)CCl
ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate
NC(N)=S
thiourea
CC(=O)[O-].[Na+]
sodium acetate
O
water

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Temperatur
40°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONThe reaction mixture was treated in a conventional manner

Vorschrift

A mixture of ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate (syn isomer, 29 g.), thiourea (7.76 g.), sodium acetate (8.37 g.), water (75 ml.) and ethanol was stirred at 40° C. for an hour. The reaction mixture was treated in a conventional manner to give ethyl 2-(2-aminothiazol-4-yl)-2-(2-benzoyloxyethoxyimino)acetate (syn isomer, 9 g.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04220761uspto-grants-1980_09