Ethyl 4-chloroacetoacetate → Ethyl {2-[4-(trifluoromethyl)anilino]-1,3-thiazol-4-yl}acetate

HRID 659736Notes

Reaction equation

HRID 659736 reaction equation
[CH2:1]([O:3][C:4](=[O:10])[CH2:5][C:6](=O)[CH2:7]Cl)[CH3:2].[F:11][C:12]([F:24])([F:23])[C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([NH2:22])=[S:21])=[CH:15][CH:14]=1>C(O)C>[CH2:1]([O:3][C:4](=[O:10])[CH2:5][C:6]1[N:22]=[C:20]([NH:19][C:16]2[CH:15]=[CH:14][C:13]([C:12]([F:23])([F:11])[F:24])=[CH:18][CH:17]=2)[S:21][CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 69484Ethyl 4-chloroacetoacetateHCID 2777727N-[4-(Trifluoromethyl)phenyl]thiourea

Product 1

HCID 58795531Ethyl {2-[4-(trifluoromethyl)anilino]-1,3-thiazol-4-yl}acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Chloro-3-oxo-butyric acid ethyl ester was added to a suspension of (4-trifluoromethyl-phenyl)-thiourea (3 grams), obtained in step (ii), in ethanol (20 mL) and refluxed for about 12 hrs. The reaction mixture was cooled and the solid obtained was filtered and dried to give the pure product (4.1 grams).

Workup

  1. temperaturerefluxed for about 12 hrs
  2. temperatureThe reaction mixture was cooled
  3. customthe solid obtained
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-3db1d3ef2b8b4cb7978fe0e8af6b10ec
Source dataset
uspto-grants-2011_12
Patent number
US08080668B2

Reaction notes

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