3-Chloro-2-methylbenzenesulfonyl chloride → HCID 10181978, compound

HRID 719325Notes

Reaction equation

HRID 719325 reaction equation
Br.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[C:12]1[N:13]=[C:14]([NH2:17])[S:15][CH:16]=1.[Cl:18][C:19]1[C:20]([CH3:29])=[C:21]([S:25](Cl)(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=1>>[Cl:18][C:19]1[C:20]([CH3:29])=[C:21]([S:25]([NH:17][C:14]2[S:15][CH:16]=[C:12]([C:4]3[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:3]=3[Cl:2])[N:13]=2)(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 5227343-Chloro-2-methylbenzenesulfonyl chlorideHCID 27773614-(2-chloro-5-nitrophenyl)-1,3-thiazol-2-amine hydrobromide

Product 1

HCID 10181978HCID 10181978, compound

Procedure

The title compound was prepared from 4-(2-chloro-5-nitrophenyl)-1,3-thiazol-2-amine hydrobromide and 3-chloro-2-methylbenzenesulfonyl chloride as described in the synthetic METHOD B to give a yellow solid (16.5 mg) with purity >90%. 1H-NMR (DMSO-d6) δ 13.43 (s, NH), 8.46 (d, J=2.8 Hz, 1 H), 8.29 (d, J=2.8 Hz, 1 H), 7.96 (dd, J=1.1 Hz, J=8.0 Hz, 1 H), 7.90 (d, J=8.8 Hz, 1 H), 7.70 (dd, J=1.1 hz, J=8.0 Hz, 1 H), 7.42 (t, J=8.0 Hz, 1 H), 7.52 (s, 1 H), 2.67 (s, 3 H); MS (pos) m/z 442.2,444.2.

Sources & evidence

ORD record
ord-3b7e28f3a28d4b4c831bf4dc71752125
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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