1,3-Dichloroacetone → 4-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1)

HRID 1660146Notes

Reaction equation

HRID 1660146 reaction equation
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=O.[C:7]([NH2:10])(=[S:9])[CH3:8]>>[ClH:1].[Cl:1][CH2:2][C:3]1[N:10]=[C:7]([CH3:8])[S:9][CH:5]=1

Participants

3

Reactant 2

HCID 107931,3-DichloroacetoneHCID 2723949Thioacetamide

Product 1

HCID 27342034-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1)

Procedure

25.4 g of 1,3-dichloroacetone (0.2 mol) and 15 g of thioacetamide (0.2 mol), dissolved in 200 ml of absolute alcohol are stirred at 60°-70° for two hours. Subsequently, the solution is filtered and after evaporation in vacuo the residue is treated with 200 ml of ether. The 4-chloromethyl-2-methylthiazole, hydrochloride (32.8 g=89%) is filtered off and recrystallized from absolute alcohol (refrigerator); m.p. 168°-170° C.

Workup

  1. filtrationSubsequently, the solution is filtered
  2. customafter evaporation in vacuo the residue
  3. additionis treated with 200 ml of ether
  4. filtrationThe 4-chloromethyl-2-methylthiazole, hydrochloride (32.8 g=89%) is filtered off
  5. customrecrystallized from absolute alcohol (refrigerator)

Sources & evidence

ORD record
ord-73335fc69f304bfda0c7cffa4f20763c
Source dataset
uspto-grants-1981_12
Patent number
US04307105

Reaction notes

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