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

HRID 1671848
ノート
印刷プレビュー

反応式

HRID 1671848 の反応式
[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
参加物実験手順出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒

1
HCID 702Ethanol溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-d05ca64b026d46a199ca0f1fe80092c1
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07994423B2

反応ノート

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