Sodium Carbonate → 3-[4-[3-[4-(4,5-Dihydro-2-oxazolyl)phenoxy]propyl]-1-piperazinyl]-6-(methylthio)pyridazine

HRID 1030930ノート

反応式

HRID 1030930 の反応式
Cl[C:2]1[N:3]=[N:4][C:5]([S:8][CH3:9])=[CH:6][CH:7]=1.[O:10]1[CH2:14][CH2:13][N:12]=[C:11]1[C:15]1[CH:30]=[CH:29][C:18]([O:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[O:10]1[CH2:14][CH2:13][N:12]=[C:11]1[C:15]1[CH:16]=[CH:17][C:18]([O:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:24][CH2:25][N:26]([C:2]3[N:3]=[N:4][C:5]([S:8][CH3:9])=[CH:6][CH:7]=3)[CH2:27][CH2:28]2)=[CH:29][CH:30]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 2524753-Chloro-6-(methylthio)pyridazineHCID 149891791-[3-[4-(4,5-Dihydro-2-oxazolyl)phenoxy]propyl]piperazine

生成物 1

HCID 149893073-[4-[3-[4-(4,5-Dihydro-2-oxazolyl)phenoxy]propyl]-1-piperazinyl]-6-(methylthio)pyridazine収率 11.2%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A mixture of 2.4 parts of 3-chloro-6-(methylthio)pyridazine, 4.5 parts of 1-[3-[4-(4,5-dihydro-2-oxazolyl)phenoxy]propyl]piperazine, 1.6 parts of sodium carbonate and 80 parts of 1-butanol was stirred for 5 days at reflux temperature. The reaction mixture was evaporated and the residue was dissolved in trichloromethane. The organic phase was washed with water, dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (97:3 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 2-propanol. The product was filtered off and dried, yielding 0.7 parts (11.2%) of 3-[4-[3-[4-(4,5-dihydro-2-oxazolyl)phenoxy]propyl]-1-piperazinyl]-6-(methylthio)pyridazine; mp. 163.1° C. (comp. 83).

後処理

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in trichloromethane
  4. washThe organic phase was washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by column chromatography over silica gel using
  9. additiona mixture of trichloromethane and methanol (97:3 by volume) as eluent
  10. customThe pure fractions were collected
  11. customthe eluent was evaporated
  12. customThe residue was crystallized from 2-propanol
  13. filtrationThe product was filtered off
  14. customdried

出典と根拠

ORDレコード
ord-5e55672c8aa84decbe9b844191b5dfb2
出典データセット
uspto-grants-1992_04
特許番号
US05106973

反応ノート

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