HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannous chloride dihydrate → 2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-thiophene-3,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | 2,5-Dibromo-3,4-dinitrothiophene | HCID 257024 | — |
| Reactant | 3,5-Bis-trifluoromethyl-phenyl-tributyl-stannane | HCID 12144052 | — |
| Reactant | 2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-3,4-dinitro-thiophene | HCID 57609997 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-thiophene-3,4-diamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994423B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-d05ca64b026d46a199ca0f1fe80092c1 |
| Source note | uspto-grants-2011_08 |