4-(Difluoromethoxy)phenyl isocyanate → HCID 21332243, compound

HRID 1390970Notes

Reaction equation

[F:1][CH:2]([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH2:25][CH:24]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)[NH:23][N:22]=2)=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[F:1][CH:2]([F:13])[O:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]([N:23]2[CH:24]([C:26]3[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=3)[CH2:25][C:21]([C:18]3[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=3)=[N:22]2)=[O:12])=[CH:8][CH:9]=1

Participants

Conditions

Temperature: 80 °C

Procedure

5.55 g (0.03 mol) of 4-difluoromethoxy-phenyl isocyanate in 20 ml of toluene were added, at 50° C., to a solution of 8.74 g (0.03 mol) of 3-(4-chlorophenyl)-5-(4-chlorophenyl)-2-pyrazoline in 100 ml of toluene and the batch was stirred for 2 hours at 80° C. After it had cooled, the product which had precipitated was isolated by filtration. 5 g (35% of theory) of 1-(4-difluoromethoxyphenylcarbamoyl)-3-(4-chlorophenyl)-5-(4-chlorophenyl)-2-pyrazoline of melting point 174° C. were obtained.

Workup

temperatureAfter it had cooled
customthe product which had precipitated
customwas isolated by filtration

Sources & evidence

ORD record: ord-946fa52f0e644626b95f8d5d0fa3dc16
Source dataset: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04140792

Reaction notes

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