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

HRID 54654ノート

反応式

HRID 54654 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-00ef3cdc9baf47aa8a8d1337a4e75d2f
出典データセット
uspto-grants-1997_04
特許番号
US05623072

反応ノート

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