Formic Acid → 2-(2-Formamidothiazol-4-yl)-2-(2-chloroethoxyimino)acetic acid

HRID 1650465Notes

Reaction equation

HRID 1650465 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][CH2:13][CH2:14][Cl:15])[C:8]([OH:10])=[O:9])[N:6]=1.[C:16](OC(=O)C)(=[O:18])C.C(O)=O>O1CCCC1>[CH:16]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][CH2:13][CH2:14][Cl:15])[C:8]([OH:10])=[O:9])[N:6]=1)=[O:18]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 538294892-(2-Aminothiazol-4-yl)-2-(2-chloroethoxyimino)acetic acid

Product 1

HCID 539721442-(2-Formamidothiazol-4-yl)-2-(2-chloroethoxyimino)acetic acidYield 80.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(2-Aminothiazol-4-yl)-2-(2-chloroethoxyimino)acetic acid (syn isomer, 15 g.), acetic anhydride (24.5 g.), formic acid (11.0 g.) and tetrahydrofuran (50 ml.) were treated in a similar manner to that of Example F-(5) to give 2-(2-formamidothiazol-4-yl)-2-(2-chloroethoxyimino)acetic acid (syn isomer, 13.4 g.), mp 155° C. (dec.).

Sources & evidence

ORD record
ord-b3c2298253ad4b57bc890468fa1e7237
Source dataset
uspto-grants-1990_05
Patent number
US04923998

Reaction notes

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