Water → Ethyl 2-(2-amino-4-thiazolyl)-2-(1-methylethoxyimino)acetate

HRID 1284676Notes

Reaction equation

HRID 1284676 reaction equation
Cl[CH2:2][C:3](=O)[C:4](=[N:10][O:11][CH:12]([CH3:14])[CH3:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:16][C:17]([NH2:19])=[S:18].C([O-])(=O)C.[Na+].O>C(O)C>[NH2:19][C:17]1[S:18][CH:2]=[C:3]([C:4](=[N:10][O:11][CH:12]([CH3:14])[CH3:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:16]=1

Participants

6

Reactant 4

HCID 962WaterHCID 517045Sodium AcetateHCID 2723790ThioureaHCID 54571966Ethyl 4-chloro-3-oxo-2-iso-propoxyiminobutyrate

Product 1

HCID 54000557Ethyl 2-(2-amino-4-thiazolyl)-2-(1-methylethoxyimino)acetateYield 60.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 4-chloro-3-oxo-2-iso-propoxyiminobutyrate (syn isomer, 41.5 g.), thiourea (13.4 g.), sodium acetate (14.4 g.), water (110 ml.) and ethanol (110 ml.) were treated in a similar manner to that of Example D-(3) to give ethyl 2-(2-aminothiazol-4-yl)-2-iso-propoxyiminoacetate (syn isomer, 27.3 g.), mp. 162° to 164° C.

Sources & evidence

ORD record
ord-b639d03c8b7b409ab9f67de0c8ac137b
Source dataset
uspto-grants-1986_01
Patent number
US04563522

Reaction notes

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