Ethanol → Ethyl 4-methyl-2-(pyridin-4-yl)-1,3-thiazole-5-carboxylate

HRID 2187939Notes

Reaction equation

HRID 2187939 reaction equation
[C:1]([NH2:9])(=[S:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[C:10]([O:13][CH2:14][CH3:15])(=[O:12])[CH3:11].[CH2:16](O)[CH3:17]>>[CH3:16][C:17]1[N:9]=[C:1]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)[S:8][C:11]=1[C:10]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 3

HCID 702EthanolHCID 8857Ethyl AcetateHCID 27237884-Pyridinecarbothioamide

Product 1

HCID 619089Ethyl 4-methyl-2-(pyridin-4-yl)-1,3-thiazole-5-carboxylate

Procedure

2.76 g (20 mmol) of thioisonicotinamide and 3.6 g (22 mmol) of ethyl 2-chloroacetacetate were heated under reflux in 30 ml of ethanol for 20 hours. After the treatment with ethyl acetate as the extraction solvent in an ordinary manner, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. customwas purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-5341ca442b0a48498b586341c0e7a6e0
Source dataset
uspto-grants-2002_06
Patent number
US06410538B2

Reaction notes

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