1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 11281010, compound

HRID 2245293Notes

Reaction equation

[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH:5]([OH:13])[CH2:6][N:7]2[CH3:12].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][C:16]=1[C:24]([F:27])([F:26])[F:25]>O1CCCC1>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:1][C:2]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:3]=2[CH2:4][CH:5]([OH:13])[CH2:6][N:7]3[CH3:12])=[O:23])=[CH:17][C:16]=1[C:24]([F:25])([F:26])[F:27]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 5-amino-1-methyl-1,2,3,4-tetrahydroquinolin-3-ol and 4-chloro-3-trifluoromethyl-phenyl isocyanate in tetrahydrofuran is stirred at 50° C. for 5 hours. After removing the solvent, the resulting residue is purified by silica gel column chromatography to provide N-[4-chloro-3-(trifluoromethyl)phenyl]-N′-(3-hydroxy-1-methyl-1,2,3,4-tetrahydroquinolin-5-yl)urea.

Workup

customAfter removing the solvent
customthe resulting residue is purified by silica gel column chromatography

Sources & evidence

ORD record: ord-de749950b75445c481b34a0b419f1692
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07683076B2

Reaction notes

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