2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one → 4-Bromo-5-chloro-N-(5,5-dimethyl-7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)-2-thiophenesulfonamide

HRID 1795932Notes

Reaction equation

HRID 1795932 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:10](=[O:11])[CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7][C:5]=2[N:6]=1.[Br:14][C:15]1[CH:16]=[C:17]([S:21](Cl)(=[O:23])=[O:22])[S:18][C:19]=1[Cl:20]>>[Br:14][C:15]1[CH:16]=[C:17]([S:21]([NH:1][C:2]2[S:3][C:4]3[C:10](=[O:11])[CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7][C:5]=3[N:6]=2)(=[O:23])=[O:22])[S:18][C:19]=1[Cl:20]

Participants

3

Reactant 2

HCID 5878742-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-oneHCID 27972204-Bromo-5-chlorothiophene-2-sulfonyl chloride

Product 1

HCID 102760504-Bromo-5-chloro-N-(5,5-dimethyl-7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)-2-thiophenesulfonamide

Procedure

The title compound was prepared from 2-amino-5,5-dimethyl-5,6-dihydro-1,3-benzothiazol-7(4H)one (53 mg) and 4-bromo-5-chlorothiophene-2-sulfonyl chloride (80 mg) as described in the synthetic METHOD B to give a white-yellow solid (47.1 mg) with purity >90%: MS (pos) m/z 455.2, 457.2.

Sources & evidence

ORD record
ord-d0bfe556ff1f47d5a89fab6dbb6c63b6
Source dataset
uspto-grants-2006_04
Patent number
US07030135B2

Reaction notes

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