2-Aminothiophenol → 2-bromo-4,5,6,7-tetrahydro-N-(2-mercaptophenyl)-benzo[b]thiophene-3-carboxamide

HRID 649963Notes

Reaction equation

[Br:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([OH:13])=O.S(Cl)(Cl)=O.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[SH:25]>>[Br:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[SH:25])=[O:13]

Participants

Reactant 3

HCID 87132-Aminothiophenol

HCID 24386Thionyl Chloride

HCID 184221372-Bromo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid

Product 1

HCID 184222902-bromo-4,5,6,7-tetrahydro-N-(2-mercaptophenyl)-benzo[b]thiophene-3-carboxamide

Procedure

In the same manner as in Starting Material Synthesis Example 60 and using 2-bromo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid, thionyl chloride, 2-aminothiophenol, 2-bromo-4,5,6,7-tetrahydro-N-(2-mercaptophenyl)-benzo[b]thiophene-3-carboxamide is obtained.

Workup

customMaterial Synthesis Example 60

Sources & evidence

ORD record: ord-e025da2301ca4589a9f21c71e36b1019
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06271225B1

Reaction notes

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