Acetic Anhydride → 2-(2-Formamidothiazol-4-yl)-2-ethoxyiminoacetic acid

HRID 1659738Notes

Reaction equation

HRID 1659738 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([C:9]1[N:10]=[C:11]([NH2:14])[S:12][CH:13]=1)[C:6]([OH:8])=[O:7])[CH3:2].[C:15](OC(=O)C)(=[O:17])C>C(O)=O>[CH2:1]([O:3][N:4]=[C:5]([C:9]1[N:10]=[C:11]([NH:14][CH:15]=[O:17])[S:12][CH:13]=1)[C:6]([OH:8])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 534242352-(2-Amino-4-thiazolyl)-2-ethoxyiminoacetic acid

Product 1

HCID 544580772-(2-Formamidothiazol-4-yl)-2-ethoxyiminoacetic acidYield 87.7%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2-Ethoxyimino-2-(2-aminothiazol-4-yl)acetic acid (syn isomer) (100 g), formic acid (85.5 g) and acetic anhydride (190.1 g) were treated in a similar manner to that of Preparation 12 to give 2-ethoxyimino-2-(2-formamidothiazol-4-yl)acetic acid (syn isomer) (99.1 g).

Workup

  1. customof Preparation 12

Sources & evidence

ORD record
ord-a4f5060bc6164b36bfbcd7cf19ee1798
Source dataset
uspto-grants-1981_12
Patent number
US04304770

Reaction notes

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