4-(Trifluoromethyl)benzenecarbothioyl chloride → HCID 86625570, compound

HRID 415747Notes

Reaction equation

HRID 415747 reaction equation
[NH2:1][C:2]([CH3:19])([CH2:5][N:6]1[N:10]=[C:9]2[C:11]([Cl:18])=[C:12]([Br:17])[C:13]([Cl:16])=[C:14]([Br:15])[C:8]2=[N:7]1)[C:3]#[N:4].[F:20][C:21]([F:32])([F:31])[C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[S:27])=[CH:24][CH:23]=1>>[C:3]([C:2]([NH:1][C:26](=[S:27])[C:25]1[CH:24]=[CH:23][C:22]([C:21]([F:20])([F:31])[F:32])=[CH:30][CH:29]=1)([CH3:19])[CH2:5][N:6]1[N:10]=[C:9]2[C:11]([Cl:18])=[C:12]([Br:17])[C:13]([Cl:16])=[C:14]([Br:15])[C:8]2=[N:7]1)#[N:4]

Participants

3

Reactant 2

HCID 198624844-(Trifluoromethyl)benzenecarbothioyl chlorideHCID 666201482-Amino-3-(4,6-dibromo-5,7-dichloro-2H-benzotriazol-2-yl)-2-methylpropionitrile

Product 1

HCID 86625570HCID 86625570, compound

Procedure

Using a procedure similar to that described in Example 1, except using 2-amino-3-(4,6-dibromo-5,7-dichloro-2H-benzotriazol-2-yl)-2-methylpropionitrile, described in Example 57, and 4-trifluoromethylthiobenzoyl chloride, the title compound was isolated as a white solid (100 mg). MS (ES): M/Z [M+H]=630. NMR: (400 MHz, DMSO-d6): 1.75 (s, 3H), 5.45 (d, J=13.3 Hz, 1H), 5.60 (d, J=13.0 Hz, 1H), 7.82-7.92 (m, 4H) and 8.90 (s, 1H). 19F NMR (376 MHz, DMSO-d6): −42.0 (s, 3F).

Sources & evidence

ORD record
ord-396f5840ad8f44649a6593d559c7e847
Source dataset
uspto-grants-2012_01
Patent number
US08088801B2

Reaction notes

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