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

HRID 1671848
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HRID 1671848 반응식
[F:1][C:2]([F:39])([F:38])[C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:24]3[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=3)=[C:16]([N+:21]([O-])=O)[C:17]=2[N+:18]([O-])=O)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.BrC1SC(Br)=C([N+]([O-])=O)C=1[N+]([O-])=O.FC(F)(F)C1C=C([Sn](CCCC)(CCCC)CCCC)C=C(C(F)(F)F)C=1.O.O.[Sn](Cl)Cl>C(O)C>[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([C:13]2[S:14][C:15]([C:24]3[CH:29]=[C:28]([C:30]([F:31])([F:32])[F:33])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=3)=[C:16]([NH2:21])[C:17]=2[NH2:18])[CH:4]=[C:3]([C:2]([F:39])([F:38])[F:1])[CH:8]=1
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참가 물질

6

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HCID 61436Stannous chloride dihydrateHCID 2570242,5-Dibromo-3,4-dinitrothiopheneHCID 121440523,5-Bis-trifluoromethyl-phenyl-tributyl-stannaneHCID 576099972,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-3,4-dinitro-thiophene

생성물 1

HCID 576099842,5-Bis-(3,5-bis-trifluoromethyl-phenyl)-thiophene-3,4-diamine

시약·촉매·용매

1
HCID 702Ethanol용매

실험 절차

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.

출처 및 근거

ORD 기록
ord-d05ca64b026d46a199ca0f1fe80092c1
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994423B2

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