1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 57974541, compound

HRID 1864653Notes

Reaction equation

HRID 1864653 reaction equation
[NH2:1][C:2]1[CH:18]=[C:17]([F:19])[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])=[C:4]([F:20])[CH:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]=[C:29]=[O:30])=[CH:24][C:23]=1[C:31]([F:34])([F:33])[F:32]>>[NH2:13][C:9]1[C:8]([N+:14]([O-:16])=[O:15])=[C:7]([O:6][C:5]2[C:4]([F:20])=[CH:3][C:2]([NH:1][C:29]([NH:28][C:25]3[CH:26]=[CH:27][C:22]([Cl:21])=[C:23]([C:31]([F:33])([F:32])[F:34])[CH:24]=3)=[O:30])=[CH:18][C:17]=2[F:19])[CH:12]=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 57974551HCID 57974551, compound

Product 1

HCID 57974541HCID 57974541, compoundYield 24%

Procedure

Method H3 was used with 4-(4-amino-2,6-difluorophenoxy)-3-nitropyridin-2-amine (0.20 g, 0.709 mmol) and 4-chloro-3-(trifluoromethyl)phenyl isocyanate (0.16 g, 0.709 mmol) to afford the title compound (0.085 g, 24%). 1H NMR (250 MHz, 6, ppm, DMSO-d6): 6.11 (d, 1H, J=5.7 Hz), 7.28 (s, 2H), 7.46 (d, 2H, J=10.3 Hz), 7.61-7.71 (m, 2H), 8.04 (d, 1H, J=5.7 Hz), 8.09 (d, 1H, J=2.1 Hz), 9.36 (s, 1H), 9.40 (s, 1H). m/z 504.0 [(M+H)+ calcd. for C19H11ClF5N5O4 503.0].

Sources & evidence

ORD record
ord-f33f1f0a6b5647c3a5a76cb19b764dd3
Source dataset
uspto-grants-2009_12
Patent number
US07625922B2

Reaction notes

Loading…