2-Amino-3-(4-chlorobenzoyl)-alpha-(methylthio)benzeneacetonitrile → 2-Amino-3-(4-chlorobenzoyl)benzeneacetonitrile

HRID 1199013ノート

反応式

HRID 1199013 の反応式
[NH2:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH:17](SC)[C:18]#[N:19]>[Ni].O1CCCC1>[NH2:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:17][C:18]#[N:19]

参加物

4

反応物 1

HCID 156347302-Amino-3-(4-chlorobenzoyl)-alpha-(methylthio)benzeneacetonitrile

生成物 1

HCID 156347322-Amino-3-(4-chlorobenzoyl)benzeneacetonitrile収率 56%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A 280 g sample of a commercial Raney nickel preparation was washed twice with water, titrated to a pH of 7 with acetic acid, washed twice with water and three times with tetrahydrofuran. The Raney nickel preparation was then slurried in 300 ml of tetrahydrofuran and added to a stirred solution of 34.4 g (0.11 mole) of 2-amino-3-(4-chlorobenzoyl)-α-(methylthio)benzeneacetonitrile in 250 ml of tetrahydrofuran. The resulting mixture was stirred at ambient temperature for 10 minutes, filtered through Celite, and the filtrate concentrated to give a solid as a residue. This solid residue was recrystallized from acetonitrile to yield 16.4 g (56%) of the titled compound as brown crystals, m.p. 181°-2° C.

後処理

  1. washwas washed twice with water
  2. washwashed twice with water and three times with tetrahydrofuran
  3. customThe Raney nickel preparation
  4. filtrationfiltered through Celite
  5. concentrationthe filtrate concentrated
  6. customto give a solid as a residue
  7. customThis solid residue was recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-511a71410e5641a7983a213abf266a31
出典データセット
uspto-grants-1990_02
特許番号
US04898874

反応ノート

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