Trimethylamine → 5-[4-(4-Cyanobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril

HRID 1649214ノート

反応式

HRID 1649214 の反応式
[N:1]1([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][C:11](=[O:17])[NH:12]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CN(C)C.CN(C=O)C.[C:27]([C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][CH:30]=1)#[N:28]>O>[C:27]([C:29]1[CH:37]=[CH:36][C:32]([C:33]([N:4]2[CH2:5][CH2:6][N:1]([C:7]3[CH:16]=[CH:15][CH:14]=[C:13]4[C:8]=3[CH2:9][CH2:10][C:11](=[O:17])[NH:12]4)[CH2:2][CH2:3]2)=[O:34])=[CH:31][CH:30]=1)#[N:28]

参加物

6

反応物 4

HCID 1146TrimethylamineHCID 6228Dimethylformamide2 回HCID 801724-Cyanobenzoyl chlorideHCID 11630008HCID 11630008、化合物

生成物 1

HCID 132363375-[4-(4-Cyanobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril収率 46.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5-(1-Piperazinyl)-3,4-dihydrocarbostyril (2.6 g) and 2 ml of trimethylamine were added to 40 ml of DMF. The mixture was stirred at room temperature while slowly adding dropwise 10 ml of DMF solution containing 2.4 g of 4-cyanobenzoyl chloride. After completion of addition, the reaction mixture was stirred at 40° to 50° C. for 30 minutes. The reaction mixture was poured into a large amount of water and extracted with chloroform. The extract was washed with sodium hydrogencarbonate solution and subsequently with water and dried over anhydrous sodium sulfate. Chloroform was distilled off and residual crystals were recrystallized from methanol-chloroform to give 1.9 g of 5-[4-(4-cyanobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 266°-269° C., colorless granules.

後処理

  1. additionAfter completion of addition
  2. stirringthe reaction mixture was stirred at 40° to 50° C. for 30 minutes
  3. extractionextracted with chloroform
  4. washThe extract was washed with sodium hydrogencarbonate solution and subsequently with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationChloroform was distilled off
  7. customresidual crystals were recrystallized from methanol-chloroform

出典と根拠

ORDレコード
ord-83bcc74758cc45e890c0993bce770db1
出典データセット
uspto-grants-1983_11
特許番号
US04415572

反応ノート

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