Water → HCID 53729747, compound

HRID 1758399Notes

Reaction equation

HRID 1758399 reaction equation
Cl[CH2:2][C:3](=O)[C:4](=[N:10][O:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:21][C:22]([NH2:24])=[S:23].C([O-])(=O)C.[Na+].O>C(O)C.O1CCCC1>[NH2:24][C:22]1[S:23][CH:2]=[C:3]([C:4](=[N:10][O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:21]=1

Participants

7

Reactant 4

HCID 962WaterHCID 517045Sodium AcetateHCID 2723790ThioureaHCID 54210462HCID 54210462, compound

Product 1

HCID 53729747HCID 53729747, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 4-chloro-2-(4-fluorobenzyloxyimino)-3-oxobutyrate (syn isomer, 29.0 g.), thiourea (8.8 g.), sodium acetate (7.9 g.), water (72.5 ml.), tetrahydrofuran (60 ml.) and ethanol (72.5 ml.) were treated in a similar manner to that of Example C-(3) to give ethyl 2-(2-aminothiazol-4-yl)-2-(4-fluorobenzyloxyimino)acetate (syn isomer, 28.0 g.).

Sources & evidence

ORD record
ord-1b96ba95abd94962b4c99d48f3f6d198
Source dataset
uspto-grants-1983_02
Patent number
US04372952

Reaction notes

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