2-Nitro-4-(trifluoromethyl)benzene-1-sulfonyl chloride → HCID 18511578, compound

HRID 2422473Notes

Reaction equation

HRID 2422473 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:20])[CH:5]=[C:6]([Cl:19])[C:7]=1[O:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:12]=2[N:13]=1.[N+:21]([C:24]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][C:25]=1[S:34](Cl)(=[O:36])=[O:35])([O-:23])=[O:22]>>[Cl:19][C:6]1[CH:5]=[C:4]([NH:20][S:34]([C:25]2[CH:26]=[CH:27][C:28]([C:30]([F:32])([F:33])[F:31])=[CH:29][C:24]=2[N+:21]([O-:23])=[O:22])(=[O:35])=[O:36])[CH:3]=[C:2]([Cl:1])[C:7]=1[O:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:12]=2[N:13]=1

Participants

3

Reactant 2

HCID 27757802-Nitro-4-(trifluoromethyl)benzene-1-sulfonyl chlorideHCID 221487763,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine

Product 1

HCID 18511578HCID 18511578, compound

Procedure

N-[3,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenyl]-2-nitro-4-trifluoromethyl-benzenesulfonamide was synthesized (48%) from 3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine (420) and 2-nitro-4-trifluoromethylbenzenesulfonyl chloride (Aldrich) in a similar manner as described in Examples 70-91. 1H NMR (400 MHz, DMSO-d6) δ 11.65 (br s, 1H), 8.61 (s, 1H), 8.32-8.28 (m, 2H), 8.15 (d, J=2.2 Hz, 1H), 7.68 (d, J=8.7 Hz, 1H), 7.46 (dd, J=8.7, 2.2 Hz, 1H), 7.34 (s, 2H). MS (EI): m/z 596 (M−H).

Sources & evidence

ORD record
ord-aa90dc8179404cc5a7760e9c36c2ce78
Source dataset
uspto-grants-2011_06
Patent number
US07960408B2

Reaction notes

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