1,1-Dichloroacetone → 4-[4-(Chloromethyl)-1,3-thiazol-2-yl]morpholine

HRID 2214979Notes

Reaction equation

HRID 2214979 reaction equation
[N:1]1([C:7](=[S:9])[NH2:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:10][CH:11](Cl)[C:12](=O)[CH3:13]>C(O)C>[Cl:10][CH2:11][C:12]1[N:8]=[C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[S:9][CH:13]=1

Participants

4

Reactant 2

HCID 105671,1-DichloroacetoneHCID 23935444-Morpholinecarbothioamide

Product 1

HCID 152908864-[4-(Chloromethyl)-1,3-thiazol-2-yl]morpholine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

11.51 g (78.76 mmol) of 4-morpholinecarbothioamide and 10.00 g (78.76 mmol) of dichloroacetone in 100 ml of ethanol are heated under reflux for one hour. The colourless solid which precipitates from the pink solution is, after cooling, filtered off with suction and washed twice with ethanol. This gives 12.96 g (75% of theory) of product.

Workup

  1. temperatureunder reflux for one hour
  2. customThe colourless solid which precipitates from the pink solution
  3. temperatureafter cooling
  4. filtrationfiltered off with suction
  5. washwashed twice with ethanol

Sources & evidence

ORD record
ord-23252d1fa1874c00bd0a3c91ef198529
Source dataset
uspto-grants-2006_09
Patent number
US07109218B2

Reaction notes

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