Ethyl 2-(2-formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetate → 2-(2-Formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetic acid

HRID 256429Notes

Reaction equation

HRID 256429 reaction equation
[CH:1]([NH:3][C:4]1[S:5][C:6]([Br:18])=[C:7]([C:9](=[N:15][O:16][CH3:17])[C:10]([O:12]CC)=[O:11])[N:8]=1)=[O:2]>[OH-].[Na+]>[CH:1]([NH:3][C:4]1[S:5][C:6]([Br:18])=[C:7]([C:9](=[N:15][O:16][CH3:17])[C:10]([OH:12])=[O:11])[N:8]=1)=[O:2]

Participants

3

Reactant 1

HCID 53894989Ethyl 2-(2-formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetate

Product 1

HCID 538011022-(2-Formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetic acidYield 73.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1N-Aqueous sodium hydroxide (290 ml.) was added dropwise to an aqueous suspension (325 ml.) of ethyl 2-(2-formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetate (syn isomer, 32.5 g.) under ice-cooling, and the mixture was treated in a similar manner to that of Preparation 2-(2) to give 2-(2-formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetic acid (syn isomer, 21.9 g.), m.p. 165° to 167° C.

Workup

  1. temperaturecooling
  2. additionthe mixture was treated in a similar manner to that
  3. customof Preparation 2-(2)

Sources & evidence

ORD record
ord-7c0361784a5e45438929994e6df34a92
Source dataset
uspto-grants-1987_10
Patent number
US04703046

Reaction notes

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