Methanol → 2-Butyl-3-thioxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile

HRID 1994275노트

반응식

HRID 1994275 반응식
[CH2:1]([N:5]1[C:14](=O)[C:13]([C:16]#[N:17])=[C:12]2[C:7]([CH:8](O)[CH2:9][CH2:10][CH2:11]2)=[CH:6]1)[CH2:2][CH2:3][CH3:4].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1.CO>C1(C)C=CC=CC=1>[CH2:1]([N:5]1[C:14](=[S:28])[C:13]([C:16]#[N:17])=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[CH:6]1)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 887MethanolHCID 87949Lawesson's reagentHCID 222665102-Butyl-8-hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile

생성물 1

HCID 222665172-Butyl-3-thioxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile수율 73.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

2-Butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (7-013) (80 mg, 0.35 mmol) was dissolved in toluene (8 mL), and to the reaction mixture was added Lawesson's reagent (169 mg, 0.42 mmol), the reaction mixture was heated under reflux for 12 h. The reaction mixture was cooled to room temperature, and methanol was added to the reaction mixture, and the reaction mixture was stirred at room temperature for 1 h, and evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 2-butyl-3-thioxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (7-014) (63 mg, 73%) as a pale brown powder.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 12 h
  3. customevaporated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-197de72eb69943fdaaa710c60c46346d
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652141B2

반응 노트

불러오는 중…