Water → Ethyl 2-(2-aminothiazol-4-yl)-2-propargyloxyiminoacetate

HRID 434912Notes

Reaction equation

HRID 434912 reaction equation
Cl[CH2:2][C:3](=O)[C:4](=[N:10][O:11][CH2:12][C:13]#[CH:14])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:16][C:17]([NH2:19])=[S:18].O>C(O)C>[NH2:19][C:17]1[S:18][CH:2]=[C:3]([C:4](=[N:10][O:11][CH2:12][C:13]#[CH:14])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2723790ThioureaHCID 53939675Ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrate

Product 1

HCID 53907014Ethyl 2-(2-aminothiazol-4-yl)-2-propargyloxyiminoacetateYield 53.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrate (syn isomer, 61 g.), thiourea (20 g.), sodium acetate 3-hydrate (35.8 g.), water (150 ml.) and ethanol (180 ml.) were treated in a similar manner to that of Example F-(3) to give ethyl 2-(2-aminothiazol-4-yl)-2-propargyloxyiminoacetate (syn isomer, 35.6 g.).

Sources & evidence

ORD record
ord-9a544ca3453b413f84174dc81f431425
Source dataset
uspto-grants-1983_08
Patent number
US04399133

Reaction notes

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