Phosphorus oxychloride → 1,5-Naphthyridine-3-carbonitrile, 4-chloro-6-methyl-

HRID 968713노트

반응식

HRID 968713 반응식
[CH3:1][C:2]1[N:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]([C:12]#[N:13])[C:5]2=O.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([CH3:1])[N:3]=2)[N:8]=[CH:7][C:6]=1[C:12]#[N:13]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 587242946-Methyl-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carbonitrile

생성물 1

HCID 587242971,5-Naphthyridine-3-carbonitrile, 4-chloro-6-methyl-수율 57.1%

실험 절차

The suspension of 6-methyl-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carbonitrile (1.47 g, 7.93 mmol) in POCl3 (25 mL) was heated under refluxing for 2 hrs. After cooling to room temperature, the reaction mixture was quenched with ice water and basified with NH4OH followed by extraction with AcOEt. The organic layer was washed with brine and dried over NaSO4, and concentrated to give 4-chloro-6-methyl-[1,5]naphthyridine-3-carbonitrile as a brown solid (0.92 g, 57.1%). HR-MS-EI (+) m/e calcd for C10H6ClN3 (M+) 203.0250. found 203.0252.

후처리

  1. temperaturewas heated
  2. temperatureunder refluxing for 2 hrs
  3. customthe reaction mixture was quenched with ice water
  4. extractionfollowed by extraction with AcOEt
  5. washThe organic layer was washed with brine
  6. dry with materialdried over NaSO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a7b6ed51648248adb4d93116a83bd1b4
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304074B2

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