3-Chloro-4-(4-chlorophenoxy)aniline → HCID 12832907, compound

HRID 1980275Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[NH2:5].[F:17][C:18]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:19]=1[C:20]([N:22]=[C:23]=[O:24])=[O:21]>C1(C)C=CC=CC=1>[F:17][C:18]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:19]=1[C:20]([NH:22][C:23]([NH:5][C:4]1[CH:6]=[CH:7][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[C:2]([Cl:1])[CH:3]=1)=[O:24])=[O:21]

Participants

Conditions

Temperature: 50 °C

Procedure

At room temperature, 6.4 g of 3-chloro-4-(4-chlorophenoxy)aniline is dissolved in 50 ml of toluene. Subsequently, 4.7 g of 2,6-difluorobenzoyl isocyanate is dripped in, whereupon the temperature rises by 15° C. The mixture is then stirred for 1 hour at 50° C. and allowed to cool; the precipitate is then filtered off. There is obtained 8.5 g of N-(2,6-difluorobenzoyl)-N'-[4-(4-chlorophenoxy)-3-chlorophenyl]-urea of m.p. 194°-196° C.

Workup

customrises by 15° C
temperatureto cool
filtrationthe precipitate is then filtered off

Sources & evidence

ORD record: ord-d7fb9ec8ca784e9988b200df3b825358
Source dataset: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04508734

Reaction notes

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