4-(Trifluoromethoxy)aniline → HCID 13251606, compound

HRID 484755Notes

Reaction equation

[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[F:14][C:15]([F:25])([F:24])[O:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:3]=1[C:4]([NH:6][C:7]([NH:21][C:20]1[CH:22]=[CH:23][C:17]([O:16][C:15]([F:14])([F:24])[F:25])=[CH:18][CH:19]=1)=[O:8])=[O:5]

Participants

Conditions

Temperature: 80 °C

Procedure

2.99 g (0.015 mol) of 2-chloro-5-fluoro-benzoyl isocyanate are added to 2.66 g (0.015 mol) of 4-trifluoromethoxyaniline in 30 ml of dry toluene, at 60° C., in the absence of moisture. The mixture is stirred for one hour at 80° C. and cooled to 20°-25° C. The precipitated product is filtered off under suction and dried in vacuo at 100° C. 5.6 g (100% of theory) of 1-(2-chloro-5-fluoro-benzoyl)-3-(4-trifluoromethoxyphenyl)-urea of melting point 199° C. are obtained.

Workup

temperaturecooled to 20°-25° C
filtrationThe precipitated product is filtered off under suction
customdried in vacuo at 100° C

Sources & evidence

ORD record: ord-f761b043118847d98b6869ac872aa928
Source dataset: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04533676

Reaction notes

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