Dimethylformamide → (Aminothiocarbonyl)amino-5-phenyl-3-thiophenecarboxamide

HRID 900453ノート

反応式

HRID 900453 の反応式
[NH2:1][C:2]1[S:3][C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].C[Si]([N:20]=[C:21]=[S:22])(C)C.CN(C)C=O>CN(C)C(=O)C>[NH2:20][C:21]([NH:1][C:2]1[S:3][C:4]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8])=[S:22]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 75297IsothiocyanatotrimethylsilaneHCID 7039652-Amino-5-phenylthiophene-3-carboxamide

生成物 1

HCID 9814203(Aminothiocarbonyl)amino-5-phenyl-3-thiophenecarboxamide収率 35.3%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

A solution of 2-amino-5-phenyl-3-thiophenecarboxamide (1.09 g, 5 mmol) and trimethylsilyl isothiocyanate (0.85 ml, 6 mmol) in N,N-dimethylacetamide was stirred at 75° C. for 7 days. N,N-Dimethylformamide was added until solution. The solvent was removed and the resulting slurry was chromatographed on silica gel eluting with isohexane followed by methylene chloride and diethyl ether to give the product as a yellow solid (0.49 g, 35%).

後処理

  1. customThe solvent was removed
  2. customthe resulting slurry was chromatographed on silica gel eluting with isohexane

出典と根拠

ORDレコード
ord-a9be78a2ef44464f81c5118eb59fb29c
出典データセット
uspto-grants-2008_04
特許番号
US07358376B2

反応ノート

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