Lawesson's reagent → HCID 18613823, compound

HRID 1264966Notes

Reaction equation

HRID 1264966 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:25]=[CH:24][C:6]([C:7]([NH:9][CH2:10][C:11]([C:13]2[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][CH:14]=2)=O)=O)=[CH:5][CH:4]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:37])=CC=1>C1(C)C(C)=CC=CC=1>[F:1][C:2]([F:27])([F:26])[C:3]1[CH:25]=[CH:24][C:6]([C:7]2[S:37][C:11]([C:13]3[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][CH:14]=3)=[CH:10][N:9]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 18613818HCID 18613818, compound

Product 1

HCID 18613823HCID 18613823, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
145 °C

Procedure

A mixture of ethyl 4-[2-(4-trifluoromethylbenzoylamino)-1-oxoethyl]benzoate (900 mg), Lawesson's reagent (960 mg) and xylene (5 ml) was stirred at 140 t 145° C. for 2 hours. The reaction mixture was cooled, and precipitated crystals of ethyl 4-[2-(4-trifluoromethylphenyl)-5-thiazolyl]benzoate (378 mg, yield: 43%) were collected by filtration. The product was recrystallized from xylene-isopropyl ether to obtain pale yellow prisms. Melting point: 174 to 176° C.

Workup

  1. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-6d3029c8b01c4b609e18abfea3d9a728
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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