4-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile → 3-Amino-4-((3-hydroxypropyl)amino)benzonitrile

HRID 590407ノート

反応式

HRID 590407 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[N+:14]([O-])=O>CCO>[NH2:14][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:6]=1[NH:5][CH2:4][CH2:3][CH2:2][OH:1])[C:10]#[N:11]

参加物

3

反応物 1

HCID 223493164-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile2 回

生成物 1

HCID 223492773-Amino-4-((3-hydroxypropyl)amino)benzonitrile収率 100.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of 4-[(3-hydroxypropyl)amino]-3-nitrobenzonitrile (Intermediate 95, 13.4 g, 0.06 mol) in EtOH (500 mL) was added, under argon atmosphere, palladium over carbon (350 mg, 3.3 mmol of a 10% Pd/C) and the mixture was degassed. Then, H2 was added up to an internal pressure of 20 psi, and the final suspension was stirred at room temperature for 2.5 hours. The crude was filtered through a Whatmann glass micro fibre filter and the solvent was removed under reduced pressure to afford the title compound as a brownish solid (11.5 g, 95% yield) which was used in the next step without further purification.

後処理

  1. additionwas added, under argon atmosphere
  2. custompalladium over carbon (350 mg, 3.3 mmol of a 10% Pd/C) and the mixture was degassed
  3. additionThen, H2 was added up to an internal pressure of 20 psi
  4. filtrationThe crude was filtered through a Whatmann glass micro fibre
  5. filtrationfilter
  6. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-2dc2b9ecc0384d7f9da2111b2f260d93
出典データセット
uspto-grants-2016_01
特許番号
US09233108B2

反応ノート

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