5-bromo-3-methyl-1-benzothiophene-2-sulfonyl chloride → HCID 178431997, compound

HRID 589703Notes

Reaction equation

HRID 589703 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10](Cl)(=[O:12])=[O:11])=[C:7]([CH3:14])[C:6]=2[CH:15]=1.[NH:16]1[C:20]([C:21]2[CH:22]=[C:23]([NH2:27])[CH:24]=[CH:25][CH:26]=2)=[N:19][N:18]=[N:17]1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH:27][C:23]3[CH:24]=[CH:25][CH:26]=[C:21]([C:20]4[NH:19][N:18]=[N:17][N:16]=4)[CH:22]=3)(=[O:12])=[O:11])=[C:7]([CH3:14])[C:6]=2[CH:15]=1

Participants

3

Reactant 2

HCID 27355915-bromo-3-methyl-1-benzothiophene-2-sulfonyl chloride2×HCID 178507542HCID 178507542, compound

Product 1

HCID 178431997HCID 178431997, compoundYield 47.6%

Procedure

The product was prepared according to General Procedure 1, described in Example 1, starting from 5-bromo-3-methylbenzothiophene-2-sulfonyl chloride (Intermediate 10) (510 mg, 1.57 mmol) and [3-(1H-tetrazol-5-yl)phenyl]amine (230 mg, 1.4 mmol) giving 300 mg (27%) of the title compound. MS (ESI+) calcd for C16H12BrN5O2S2 448.961579, found 448.961839.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-74c0ef228bc04d6598a011d1e5a24fa0
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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