Water → HCID 53729747, compound

HRID 2412800Notes

Reaction equation

HRID 2412800 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][O:7][N:8]=[C:9]([C:15](=O)[CH2:16]Cl)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[NH2:21][C:22]([NH2:24])=[S:23].C([O-])(=O)C.[Na+].O>C(O)C.O1CCCC1>[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][O:7][N:8]=[C:9]([C:15]2[N:21]=[C:22]([NH2:24])[S:23][CH:16]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=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 2-(4-fluorobenzyloxyimino)-3-oxo-4-chlorobutyrate (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 Preparation 14-(2) to give ethyl 2-(4-fluorobenzyloxyimino)-2-(2-aminothiazol-4-yl)acetate (syn isomer, 28.0 g.).

Workup

  1. customof Preparation 14-(2)

Sources & evidence

ORD record
ord-7cd70a57f13c4c0e98e1f93b8516be4e
Source dataset
uspto-grants-1985_01
Patent number
US04493833

Reaction notes

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