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

HRID 1199013노트

반응식

HRID 1199013 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 156347322-Amino-3-(4-chlorobenzoyl)benzeneacetonitrile수율 56%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-511a71410e5641a7983a213abf266a31
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04898874

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