Phosphorus oxychloride → 3,4-Dichloro-6-[3-(trifluoromethyl)phenyl]pyridazine

HRID 54654노트

반응식

HRID 54654 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[N:5]=[N:6][CH:7]=1.O=P(Cl)(Cl)[Cl:20]>C1(C)C=CC=CC=1>[Cl:20][C:7]1[N:6]=[N:5][C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:3][C:2]=1[Cl:1]

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 117473005-Chloro-3-[3-(trifluoromethyl)phenyl]pyridazine

생성물 1

HCID 199596853,4-Dichloro-6-[3-(trifluoromethyl)phenyl]pyridazine수율 76%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

5-Chloro-3-[3-(trifluoromethyl)phenyl]pyridazine, 1-oxide (27 g, 0.098 mole, Compound No. 70) and POCl3 (16.9 g, 0.11 mole) were heated to 105° C. in toluene (250 mL) under N2 for 18 h. The solvent was then removed in vacuo and the mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried (MgSO4), filtered through silica gel and evaporated in vacuo. The crude solid was recrystallized from cyclohexane/ethyl acetate to give 3,4-dichloro-6-[3-(trifluoromethyl)phenyl]pyridazine (21.57 g, 76% yield, Compound No. 47) as a white solid.

후처리

  1. customThe solvent was then removed in vacuo
  2. customthe mixture was partitioned between ethyl acetate and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered through silica gel
  6. customevaporated in vacuo
  7. customThe crude solid was recrystallized from cyclohexane/ethyl acetate

출처 및 근거

ORD 기록
ord-00ef3cdc9baf47aa8a8d1337a4e75d2f
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05623072

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