1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 44186091, compound

HRID 1864649Notes

Reaction equation

HRID 1864649 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH2:13])[C:8]=2[N+:14]([O-:16])=[O:15])=[CH:4][C:3]=1[C:19]([F:22])([F:21])[F:20].[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][C:25]=1[C:33]([F:36])([F:35])[F:34]>>[NH2:13][C:9]1[C:8]([N+:14]([O-:16])=[O:15])=[C:7]([O:6][C:5]2[CH:17]=[CH:18][C:2]([NH:1][C:31]([NH:30][C:27]3[CH:28]=[CH:29][C:24]([Cl:23])=[C:25]([C:33]([F:35])([F:34])[F:36])[CH:26]=3)=[O:32])=[C:3]([C:19]([F:22])([F:20])[F:21])[CH:4]=2)[CH:12]=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 44186161HCID 44186161, compound

Product 1

HCID 44186091HCID 44186091, compoundYield 99%

Procedure

Method H3 was used with 4-(4-amino-3-(trifluoromethyl)phenoxy)-3-nitropyridin-2-amine and 4-chloro-3-trifluoromethyl-phenyl isocyanate to afford the title compound (416 mg, 99%). 1H-NMR (δ, ppm, DMSO-d6): 6.06 (d, 1H, HPy,5, J=5.7 Hz), 7.26 (m, 2H, Harom), 7.54 (m, 2H, Harom), 7.64 (s, 2H, NH2,Py), 7.96 (m, 1H, Harom), 8.05 (d, 1H, HPy,6, J=5.7 Hz), 8.11 (m, 1H, Harom), 8.28 (s, 1H, NHurea1), 9.76 (s, 1H, NHurea3). LC-MS (m/z): 536 (M+H, 100).

Sources & evidence

ORD record
ord-d677d71cb3d6467289dbc6d546b57a45
Source dataset
uspto-grants-2009_12
Patent number
US07625922B2

Reaction notes

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