3,5-Bis(trifluoromethyl)phenyl isocyanate → HCID 15291673, compound

HRID 2399281Notes

Reaction equation

HRID 2399281 reaction equation
[NH2:1][C:2]1[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[CH:22][C:3]=1[O:4][C:5]1[CH:13]=[CH:12][C:11]([C:14]([CH3:21])([CH3:20])[CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8].[F:30][C:31]([F:46])([F:45])[C:32]1[CH:33]=[C:34]([N:42]=[C:43]=[O:44])[CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=1>N1C=CC=CC=1>[F:30][C:31]([F:45])([F:46])[C:32]1[CH:33]=[C:34]([NH:42][C:43](=[O:44])[NH:1][C:2]2[CH:25]=[C:24]([C:26]([F:27])([F:28])[F:29])[CH:23]=[CH:22][C:3]=2[O:4][C:5]2[CH:13]=[CH:12][C:11]([C:14]([CH3:21])([CH3:20])[CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:10][C:6]=2[C:7]([OH:9])=[O:8])[CH:35]=[C:36]([C:38]([F:41])([F:39])[F:40])[CH:37]=1

Participants

4

Reactant 2

HCID 27333143,5-Bis(trifluoromethyl)phenyl isocyanateHCID 19387381HCID 19387381, compound

Product 1

HCID 15291673HCID 15291673, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-(2-amino-4-trifluoromethyphenoxy)-5-(1,1,3,3-tetramethylbutyl)benzoic acid (140 mg, 0.0003 mol) and 3,5-di(trifluoromethyl)phenyl isocyanate (86 μl, 0.0005 mol) were mixed in pyridine (8 ml) at room temperature 16 h. The solvent was evaporated and the residue flash chromatographed (silica gel, ethyl acetate/hexane/formic acid) to yield the title compound; mp 233° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue flash chromatographed (silica gel, ethyl acetate/hexane/formic acid)

Sources & evidence

ORD record
ord-be814e6ace2245eb90482e7306f89770
Source dataset
uspto-grants-1995_09
Patent number
US05447957

Reaction notes

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