Phosphorus oxychloride → 4-Chloro-7-methylquinoline-2-carbonitrile

HRID 2422535노트

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HRID 2422535 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[N+:9]([O-])[C:8]([C:13]#[N:14])=[CH:7][CH:6]=2.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:6]1[C:5]2[C:10](=[CH:11][C:2]([CH3:1])=[CH:3][CH:4]=2)[N:9]=[C:8]([C:13]#[N:14])[CH:7]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 667907327-Methylquinoline-2-carbonitrile 1-oxide

생성물 1

HCID 597749194-Chloro-7-methylquinoline-2-carbonitrile

반응 조건

온도
100 °C

실험 절차

A mixture of 7-methylquinoline-2-carbonitrile 1-oxide (11.5 g, 63 mmol) and phosphorus oxychloride (47 mL, 500 mmol) was heated at 100° C. for 10 min then at 200° C. for 20 min. The reaction mixture was poured into crushed ice and the precipitate was filtered. The crude material was then purified by flash chromatography on silica gel (eluting solvent: 3% acetone in dichloromethane) to provide the title compound. 1HNMR (400 MHz, acetone-d6): δ 8.25 (d, 1H), 8.10 (s, 1H), 8.00 (d, 1H), 7.82 (dd, 1H), 2.65 (s, 3H).

후처리

  1. additionThe reaction mixture was poured
  2. custominto crushed ice
  3. filtrationthe precipitate was filtered
  4. customThe crude material was then purified by flash chromatography on silica gel (eluting solvent: 3% acetone in dichloromethane)

출처 및 근거

ORD 기록
ord-214f58c58b894c908e413bc793447d6b
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960409B2

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