1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 44186093, compound

HRID 1864648Notes

Reaction equation

HRID 1864648 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[CH3:19].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[O:29])=[CH:23][C:22]=1[C:30]([F:33])([F:32])[F:31]>>[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:28]([NH:27][C:24]3[CH:25]=[CH:26][C:21]([Cl:20])=[C:22]([C:30]([F:32])([F:31])[F:33])[CH:23]=3)=[O:29])=[C:3]([CH3:19])[CH:4]=2)[CH:12]=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 44186163HCID 44186163, compound

Product 1

HCID 44186093HCID 44186093, compound

Procedure

Method H3 was used with 4-(4-amino-3-methylphenoxy)-3-nitropyridin-2-amine and 4-chloro-3-trifluoromethyl-phenyl isocyanate to afford the title compound (582 mg, 78%. 1H-NMR (δ, ppm, DMSO-d6): 2.25 (s, 3H, CH3), 5.95 (d, 1H, HPy,5, J=5.7 Hz), 6.96 (m, 2H, Harom), 7.02 (m, 1H, Harom), 7.12 (s, 2H, NH2,Py), 7.48-7.68 (m, 2H, Harom), 7.73 (d, 1H, Harom), 7.95 (d, 1H, HPy,6, J=5.7 Hz), 8.13 (m, 1H, Harom), 8.65 (s, 1H, NHurea1), 9.99 (s, 1H, NHurea3). LC-MS (m/z): 482 (M+H, 100).

Sources & evidence

ORD record
ord-2d43df74f8724117be215d1b7e9b34e1
Source dataset
uspto-grants-2009_12
Patent number
US07625922B2

Reaction notes

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