Chloroform → HCID 19814216、化合物

HRID 466567ノート

反応式

HRID 466567 の反応式
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8]C(=O)C)=[CH:4][CH:3]=1.[CH3:12][C:13]1[CH:14]=[C:15]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:16]=[CH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:31]C(Cl)Cl>O>[ClH:1].[ClH:31].[CH3:12][C:13]1[CH:14]=[C:15]([N:19]2[CH2:24][CH2:23][N:22]([C:2]3[N:7]=[N:6][C:5]([NH2:8])=[CH:4][CH:3]=3)[CH2:21][CH2:20]2)[CH:16]=[CH:17][CH:18]=1

参加物

6

反応物 4

HCID 6212ChloroformHCID 11430Potassium CarbonateHCID 831111-(m-Tolyl)piperazineHCID 19095604N-(6-Chloropyridazin-3-yl)acetamide

生成物 1

HCID 19814216HCID 19814216、化合物収率 6.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
160 °C

実験手順

A mixture of 3.5 parts of N-(6-chloro-3-pyridazinyl)acetamide, 3.6 parts of 1-(3-methylphenyl)piperazine and 2.8 parts of potassium carbonate was stirred for 7 hours in an oil bath at 160° C. After cooling, trichloromethane and water were added. The layers were separated. The organic layer was 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 second fraction was collected and the eluent was evaporated. The residue was converted into the hydrochloride salt in 2-propanol and 2-propanone. The salt was filtered off and dried, yielding 0.5 parts (6.6%) of 6-[4-(3-methylphenyl)-1-piperazinyl]-3-pyridazinamine dihydrochloride; mp. 178.5° C. (compound 220).

後処理

  1. temperatureAfter cooling
  2. customThe layers were separated
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography over silica gel using
  7. additiona mixture of trichloromethane and methanol (97:3 by volume) as eluent
  8. customThe second fraction was collected
  9. customthe eluent was evaporated
  10. filtrationThe salt was filtered off
  11. customdried

出典と根拠

ORDレコード
ord-e82bdf66362d4d1c8741897370f57d8f
出典データセット
uspto-grants-1992_10
特許番号
US05157035

反応ノート

読み込み中…