1-Chloro-3-phenylpropan-2-one → 4-Benzyl-1,3-thiazol-2-amine

HRID 1359426Notes

Reaction equation

HRID 1359426 reaction equation
Cl[CH2:2][C:3]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C>[NH2:15][C:13]1[S:14][CH:2]=[C:3]([CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[N:12]=1

Participants

4

Reactant 2

HCID 2363491-Chloro-3-phenylpropan-2-oneHCID 2723790Thiourea

Product 1

HCID 3469314-Benzyl-1,3-thiazol-2-amineYield 30.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 g of benzyl chloromethyl ketone (Example 211a) was dissolved in 20 ml of ethanol and 2.3 g of thiourea was added thereto, followed by heating under reflux for 3 hours. After cooling as it was, the solvent was removed and the residue was subjected to NH-silica gel column chromatography using 50% ethyl acetate/hexane and ethyl acetate as an eluent for separation and purification, to give 1.7 g of the target compound.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling as it
  4. customthe solvent was removed
  5. customfor separation and purification

Sources & evidence

ORD record
ord-d3e5125c9989421faf6de4de19411322
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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