Toluene → HCID 18613837, compound

HRID 1264963Notes

Reaction equation

HRID 1264963 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][CH2:9][C:10]([C:12]2[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][CH:13]=2)=[O:11])=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O.C1(C)C=CC=CC=1>O>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]2[O:11][C:10]([C:12]3[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][CH:13]=3)=[CH:9][N:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 24813Phosphorus oxychlorideHCID 18613846HCID 18613846, compound

Product 1

HCID 18613837HCID 18613837, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 4-[2-(4-chlorobenzoylamino)-1-oxoethyl]benzoate (1.04 g), phosphorus oxychloride (0.92 g) and toluene (10 ml) was refluxed under heating for 1 hour. The reaction mixture was poured into water, and precipitated crystals of ethyl 4-[2-(4-chlorophenyl)-5-oxazolyl]benzoate (560 mg, yield: 57%) were collected by filtration. The product was recrystallized from ethyl acetate-hexane to obtain pale yellow prisms. Melting point: 137to 138° C.

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 1 hour

Sources & evidence

ORD record
ord-97d3dc5299df4e1cb36ba17acefd3a1c
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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