Ammonium Hydroxide → Pyridazine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-

HRID 1731717ノート

反応式

HRID 1731717 の反応式
Cl[C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:10]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][CH:14]=2)=[CH:6][C:7]=1[CH3:8].[NH4+].[OH-]>[Pd].CO>[CH3:8][C:7]1[CH:6]=[C:5]([C:9]2[CH:10]=[C:11]([C:15]([F:17])([F:16])[F:18])[CH:12]=[CH:13][CH:14]=2)[N:4]=[N:3][CH:2]=1

参加物

5

反応物 2

HCID 14923Ammonium HydroxideHCID 12449558HCID 12449558、化合物

生成物 1

HCID 10657542Pyridazine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-収率 78.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To 3-chloro-4-methyl-6-(α,α,α-trifluoro-m-tolyl)pyridazine(7 g) is added 10% palladium on carbon catalyst (0.7 g) and 300 mL of MeOH containing 30 mL of concentrated NH4OH. The mixture is shaken with H2 until the uptake of H2 ceases. The mixture is filtered to remove catalyst and concentrated in vacuo and then diluted with CH2Cl2 /H2O. The organic phase is washed with water and dried over MgSO4 to yield a solid which, on recrystallization from Et2O, gives 4.8 g (78%) of an off-white solid with a melting point of 114°-116° C.

後処理

  1. filtrationThe mixture is filtered
  2. customto remove catalyst
  3. concentrationconcentrated in vacuo
  4. additiondiluted with CH2Cl2 /H2O
  5. washThe organic phase is washed with water
  6. dry with materialdried over MgSO4
  7. customto yield a solid which
  8. customon recrystallization from Et2O

出典と根拠

ORDレコード
ord-7780728892704690a50f601a94727f4b
出典データセット
uspto-grants-1986_11
特許番号
US04623376

反応ノート

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