3-Methyl-1-benzothiophene-2-sulfonyl chloride → 3-Methyl-N-[3-(1H-tetrazol-5-yl)phenyl]-1-benzothiophene-2-sulfonamide

HRID 589707Notes

Reaction equation

HRID 589707 reaction equation
[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[S:11](Cl)(=[O:13])=[O:12].[NH2:15][C:16]1[CH:17]=[C:18]([C:22]2[NH:26][N:25]=[N:24][N:23]=2)[CH:19]=[CH:20][CH:21]=1>>[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[S:11]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]2[NH:26][N:25]=[N:24][N:23]=2)[CH:17]=1)(=[O:13])=[O:12]

Participants

3

Reactant 2

HCID 27368153-Methyl-1-benzothiophene-2-sulfonyl chloride2×HCID 178507542HCID 178507542, compound

Product 1

HCID 1784319983-Methyl-N-[3-(1H-tetrazol-5-yl)phenyl]-1-benzothiophene-2-sulfonamideYield 34%

Procedure

The product was prepared according to General Procedure 1, described in Example 1, starting from 3-methylbenzothiophene-2-sulfonyl chloride (Intermediate 11) (25 mg, 0.10 mmol) and 5-(3-amino-phenyl)tetrazole (33 mg, 0.20 mmol). The title compound was obtained in 34% yield (13.3 mg). MS (ESI+) calcd for C16H13N5O2S2 371.051066, found 371.049276.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-305ee2d98fe7402c94653e24764cdc5d
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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