Sodium Acetate → 1-(2-Aminothiazol-4-yl)-1-propencarboxylic acid ethyl ester

HRID 1649413Notes

Reaction equation

HRID 1649413 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[C:5](=[CH:10][CH3:11])[C:6](=O)[CH2:7]Cl)[CH3:2].C([O-])(=O)C.[Na+].[NH2:18][C:19]([NH2:21])=[S:20]>O1CCCC1.O>[CH2:1]([O:3][C:4]([C:5]([C:6]1[N:18]=[C:19]([NH2:21])[S:20][CH:7]=1)=[CH:10][CH3:11])=[O:12])[CH3:2]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 54518096Ethyl 2-ethylidene-4-chloro-3-oxobutyrate

Product 1

HCID 544043711-(2-Aminothiazol-4-yl)-1-propencarboxylic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

to a solution of 190 g of the product of example 81 in 400 ml tetrahydrofuran were added first a solution of 82 g sodium acetate in 150 ml of water and then 76 g thiourea. The solution was stirred at room temperature for 20 hours, then the THF was distilled off and acetic acid ethyl ester was added to the residue.

Workup

  1. distillationthe THF was distilled off
  2. additionacetic acid ethyl ester was added to the residue

Sources & evidence

ORD record
ord-9b4705d37edf4c80b2ad9f87b172ad31
Source dataset
uspto-grants-1983_11
Patent number
US04416880

Reaction notes

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