2,6-Dichlorobenzenesulfonylchloride → 2,6-Dichloro-N-[4-(3-chloro-2-thienyl)-1,3-thiazol-2-yl]benzenesulfonamide

HRID 719360Notes

Reaction equation

HRID 719360 reaction equation
[Cl:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[N:8]=[C:9]([NH2:12])[S:10][CH:11]=1.[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:15]=1[S:21](Cl)(=[O:23])=[O:22]>>[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:15]=1[S:21]([NH:12][C:9]1[S:10][CH:11]=[C:7]([C:3]2[S:4][CH:5]=[CH:6][C:2]=2[Cl:1])[N:8]=1)(=[O:23])=[O:22]

Participants

3

Reactant 2

HCID 5221832,6-DichlorobenzenesulfonylchlorideHCID 14884414-(3-Chloro-2-thienyl)-1,3-thiazol-2-amine

Product 1

HCID 102242822,6-Dichloro-N-[4-(3-chloro-2-thienyl)-1,3-thiazol-2-yl]benzenesulfonamide

Procedure

The title compound was prepared from 4-(3-chloro-2-thienyl)-1,3-thiazol-2-amine (59 mg) and 2,6-dichlorobenzenesulfonyl chloride (66 mg) as descrbed in the synthetic METHOD B to give a yellow solid (34.5 mg) with purity >90%: MS (pos) m/z 425.3, 427.3; HRMS m/z 423.8730 (calc. of monoisotopic mass for C13 H7 Cl3 N2 O2 S3 gives 423.8735).

Sources & evidence

ORD record
ord-ce9fc0579ad647d28e2544ebac951696
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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