Sodium Carbonate → 3-Bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine

HRID 359425ノート

反応式

HRID 359425 の反応式
Cl.Cl.[CH3:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[Br:22][C:23]1[N:24]=[N:25][C:26](Br)=[CH:27][CH:28]=1>CN(C)C=O>[Br:22][C:23]1[N:24]=[N:25][C:26]([N:13]2[CH2:14][CH2:15][N:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([CH3:3])[CH:5]=3)[CH2:11][CH2:12]2)=[CH:27][CH:28]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 831101-(m-Tolyl)piperazine dihydrochlorideHCID 2488523,6-Dibromopyridazine

生成物 1

HCID 5033263-Bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine収率 61.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

A mixture of 5 parts of 1-(3-methylphenyl)piperazine dihydrochloride, 10.6 parts of sodium carbonate and 180 parts of N,N-dimethylformamide was stirred for 1 hour at 65° C. Then there were added 7.2 parts of 3,6-dibromopyridazine and the whole was stirred overnight at about 65° C. The reaction mixture was poured into ice water. The product was filtered off and dissolved in dichloromethane. The solution was washed twice with water, dried, filtered and evaporated. The residue was crystallized from ethanol. The product was filtered off and dried, yielding 4.1 parts (61.5%) of 3-bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine; mp. 145.7° C. (compound 136).

後処理

  1. stirringthe whole was stirred overnight at about 65° C
  2. filtrationThe product was filtered off
  3. dissolutiondissolved in dichloromethane
  4. washThe solution was washed twice with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was crystallized from ethanol
  9. filtrationThe product was filtered off
  10. customdried

出典と根拠

ORDレコード
ord-26e54a951fe449a588b8e4d1c16e4011
出典データセット
uspto-grants-1991_03
特許番号
US05001125

反応ノート

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