Phosphorus oxychloride → 1-Chloro-2,6-naphthyridine

HRID 2171002노트

반응식

HRID 2171002 반응식
P(Cl)(Cl)([Cl:3])=O.[C:6]1(=O)[C:15]2[C:10](=[CH:11][N:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][NH:7]1>ClC1C=CC=CC=1>[Cl:3][C:6]1[C:15]2[C:10](=[CH:11][N:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][N:7]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 8177432,6-Naphthyridin-1-ol

생성물 1

HCID 128847741-Chloro-2,6-naphthyridine

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

반응 조건

온도
100 °C

실험 절차

Under stirring, 184 ml (2.00 mol) phosphorus oxychloride was added slowly to a suspension of 146 g (1.00 mol) 2,6-naphthyridine-1(2H)-one in 1500 ml chlorobenzene at room temperature. The reaction mixture was heated to 100° C., stirred at this temperature for 16 hours and then cooled to room temperature. The solids were filtered off, washed with chlorobenzene and dried under vacuum. The residue was taken up in 1.5 l ice-cold water, 350 ml 50% aqueous sodium hydroxide solution to reach a pH value of 7-8. The precipitate thus formed was filtered off, washed with water and dried under vacuum yielding 1-chloro-[2,6]naphthyridine as brown crystals; HPLC/MS (A): 1.62 min, [M+H] 165.

후처리

  1. stirringstirred at this temperature for 16 hours
  2. temperaturecooled to room temperature
  3. filtrationThe solids were filtered off
  4. washwashed with chlorobenzene
  5. customdried under vacuum
  6. customThe precipitate thus formed
  7. filtrationwas filtered off
  8. washwashed with water
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-792bf86228b641bba182f892ba0d33eb
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051318B2

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