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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174146Generated: October 30, 2026

Aniline → Benzo(b)thiophen-3-amine, 2-nitro-N-phenyl-

https://huagongshe.com/reaction/2174146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTriethylamineHCID 8471—
Reactant3-Bromo-2-nitro-benzo(b)thiopheneHCID 297050—
SolventDimethylformamideHCID 6228—
ProductBenzo(b)thiophen-3-amine, 2-nitro-N-phenyl-HCID 19789196%

Reaction Steps

A mixture solution of 3-bromo-2-nitrobenzo[b]thiophene (14 g, 54 mmol), aniline (14 ml, 154 mmol) and triethylamine (11 ml, 79 mmol) in DMF (150 ml) was heated at 120° C. for 30 min before quenching with water. The solid was isolated by filtration, washed with water and recrystallized from DCM/hexane to yield 2-nitro-N-phenylbenzo[b]thiophen-3-amine (14 g, 96%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09059412B2
Source datasetuspto-grants-2015_06
ORD IDord-1c03dff9478f4373aa8ea9aafd36a0f8
Source noteuspto-grants-2015_06