Thioacetamide → HCID 20482449, compound

HRID 648209Notes

Reaction equation

HRID 648209 reaction equation
[Br:1][CH2:2][C:3](=O)[CH2:4][CH2:5][CH2:6][Cl:7].[C:9]([NH2:12])(=[S:11])[CH3:10]>CO.C(OCC)C>[BrH:1].[Cl:7][CH2:6][CH2:5][CH2:4][C:3]1[N:12]=[C:9]([CH3:10])[S:11][CH:2]=1

Participants

5

Reactant 2

HCID 2723949ThioacetamideHCID 1225843959554-91-5

Product 1

HCID 20482449HCID 20482449, compoundYield 85.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

A solution of 1-bromo-5-chloro-2-pentanone (6.7 g) and thioacetamide (2.5 g) in methanol (10 ml) was stirred at 50° C. for 5 hours. After concentration of the reaction mixture, the residue was allowed to stand for 10 days. The crystalline residue was suspended in a mixture of methanol and diethyl ether and the remained solid was collected by filtration to give brown powder (7.3 g) of 4-(3-chloropropyl)-2-methylthiazole monohydrobromide.

Workup

  1. filtrationthe remained solid was collected by filtration

Sources & evidence

ORD record
ord-cdbb549d57c2425ea237bdff28d5503e
Source dataset
uspto-grants-1983_10
Patent number
US04411900

Reaction notes

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