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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671848Generated: October 25, 2026

Stannous chloride dihydrate → 2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-thiophene-3,4-diamine

https://huagongshe.com/reaction/1671848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
Reactant2,5-Dibromo-3,4-dinitrothiopheneHCID 257024—
Reactant3,5-Bis-trifluoromethyl-phenyl-tributyl-stannaneHCID 12144052—
Reactant2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-3,4-dinitro-thiopheneHCID 57609997—
SolventEthanolHCID 702—
Product2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-thiophene-3,4-diamineHCID 57609984—

Reaction Steps

2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-3,4-dinitro-thiophene was made by Stille coupling reaction of 2,5-dibromo-3,4-dinitro-thiophene and 3,5-bis-trifluoromethyl-phenyl-tributyl-stannane. It was reduced with tin (II) chloride dihydrate in ethanol to give 2,5-bis-(3,5-bis-trifluoromethyl-phenyl)-thiophene-3,4-diamine. The diamine was reacted with hexaketocyclohexane octahydrate to give compound A. The product is a red-brown solid. It is soluble in common organic solvents such as dichloromethane and THF. It was purified by flash chromatography on silica gel and crystallization in ethanol. The purified product had elemental analysis data consistent with the formula for the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994423B2
Source datasetuspto-grants-2011_08
ORD IDord-d05ca64b026d46a199ca0f1fe80092c1
Source noteuspto-grants-2011_08