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

HRID 1905626Notes

Reaction equation

HRID 1905626 reaction equation
Cl[CH2:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C>[CH2:4]([C:3]1[N:12]=[C:13]([NH2:15])[S:14][CH:2]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

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

Product 1

HCID 3469314-Benzyl-1,3-thiazol-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 g of 1-chloro 3-phenyl propan-2-one are added to 3.9 g thiourea in 100 ml ethanol. The mixture is refluxed for 2 hours. After cooling the whole is concentrated under reduced pressure. The residue is taken up in diluted ammonia then extracted with ether. After purifications the so obtained solid is converted into its hydrochloride which melts at 127°. The yield is=79%.

Workup

  1. temperatureThe mixture is refluxed for 2 hours
  2. temperatureAfter cooling the
  3. concentrationwhole is concentrated under reduced pressure
  4. extractionthen extracted with ether

Sources & evidence

ORD record
ord-22a6ac3372bf4c12ad31f6f4868761d7
Source dataset
uspto-grants-1987_03
Patent number
US04647557

Reaction notes

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