7,8-Dimethoxy-4,5-dihydronaphtho(1,2-d)(1,3)thiazol-2(1H)-imine → 2,4,6-Trichloro-N-(7,8-dimethoxy-4,5-dihydronaphtho[1,2-d][1,3]thiazol-2-yl)benzenesulfonamide

HRID 719361Notes

Reaction equation

HRID 719361 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[C:9]1[N:10]=[C:11]([NH2:13])[S:12][C:8]=1[CH2:7][CH2:6]2.[Cl:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[C:22]([Cl:27])[C:21]=1[S:28](Cl)(=[O:30])=[O:29]>>[Cl:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[C:22]([Cl:27])[C:21]=1[S:28]([NH:13][C:11]1[S:12][C:8]2[CH2:7][CH2:6][C:5]3[C:14](=[CH:15][C:16]([O:17][CH3:18])=[C:3]([O:2][CH3:1])[CH:4]=3)[C:9]=2[N:10]=1)(=[O:30])=[O:29]

Participants

3

Reactant 2

HCID 3177777,8-Dimethoxy-4,5-dihydronaphtho(1,2-d)(1,3)thiazol-2(1H)-imineHCID 5213352,4,6-Trichlorobenzenesulfonyl chloride

Product 1

HCID 102075152,4,6-Trichloro-N-(7,8-dimethoxy-4,5-dihydronaphtho[1,2-d][1,3]thiazol-2-yl)benzenesulfonamide

Procedure

The title compound was prepared from 7,8-dimethoxy-4,5-dihydronaphtho[1,2-d][1,3]thiazol-2-amine (100 mg, synthesized according to METHOD I from 6,7-dimethoxytetralone) and 2,4,6-trichlorobenzenesulfonyl chloride (213 mg) as described in the synthetic METHOD A to give a yellow powder (6.5 mg) with a purity of 86%: MS-ES (neg) m/z 505.1

Sources & evidence

ORD record
ord-603a745e15ff4aebbc6ea3e50bd221d4
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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