Phosphorus oxychloride → 6-Chloro-2-methyl-3-nitropyridine

HRID 277986노트

반응식

HRID 277986 반응식
O=[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH3:11])[NH:3]1.P(Cl)(Cl)([Cl:14])=O.P(Cl)(Cl)(Cl)(Cl)Cl>>[Cl:14][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH3:11])[N:3]=1

참가 물질

4

반응물 3

HCID 24813Phosphorus oxychloride2회HCID 24819Phosphorus pentachloride2회HCID 5430532-Hydroxy-6-methyl-5-nitropyridine

생성물 1

HCID 2531236-Chloro-2-methyl-3-nitropyridine수율 182.2%

반응 조건

온도
110 °C

실험 절차

A mixture of 2-oxo-5-nitro-6-methyl-1,2-dihydropyridine (38.95 g, 253 mmol), phosphorous oxychloride (12.3 mL, 130 mmol), and phosphorous pentachloride (27.9 g, 134 mmol) was heated at 110° C. for 2 hours, whereupon the reaction mixture was charged with an additional portion of phosphorous pentachloride and phosphorous oxychloride (9.9 g and 4.8 mL, respectively). The reaction was stirred 1 hour, then poured into ice-water (600 mL). The brown solid was filtered and washed with cold water, to give 40.88 g of the title compound (94%). MS(m/e): 173 (M+).

후처리

  1. filtrationThe brown solid was filtered
  2. washwashed with cold water

출처 및 근거

ORD 기록
ord-6930c2479e114640abed7a0fbbb21326
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358972B1

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