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5-Methyl-4-nitro-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide → 5-Methyl-4-amino-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide

HRID 583774
ノート
印刷プレビュー

反応式

HRID 583774 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][C:12]([C:14]3[S:15][C:16]([CH3:22])=[C:17]([N+:19]([O-])=O)[CH:18]=3)=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1>CO.[Ni]>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][C:12]([C:14]3[S:15][C:16]([CH3:22])=[C:17]([NH2:19])[CH:18]=3)=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 465857615-Methyl-4-nitro-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide

生成物 1

HCID 611175195-Methyl-4-amino-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide収率 93.9%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

Sponge nickel (0.7 g water wet) was added to a solution of 5-methyl-4-nitro-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide (0.72 g, 2.2 mmol) in methanol (50 mL), and the mixture was hydrogenated at room temperature under a hydrogen atmosphere at a starting pressure of 50 psi. After a reaction time of 1.77 hours, the pressure was released, and the mixture was filtered. The slurry was rinsed with methanol, and the filtrate was stripped of solvent under reduced pressure to afford 0.6 g of 5-methyl-4-amino-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide as an oil.

後処理

  1. customwas hydrogenated at room temperature under a hydrogen atmosphere at a starting pressure of 50 psi
  2. customAfter a reaction time of 1.77 hours
  3. filtrationthe mixture was filtered
  4. washThe slurry was rinsed with methanol

出典と根拠

ORDレコード
ord-3a8858b570564cb98baf67f33ec5fb82
出典データセット
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06924276B2

反応ノート

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