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2-Amino-4,5-dimethoxybenzonitrile → Prazosin

HRID 1576327
ノート
印刷プレビュー

反応式

HRID 1576327 の反応式
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([O:12][CH3:13])[CH:3]=1.C1([Li])C=CC=CC=1.[C:21]([N:23]1[CH2:28][CH2:27][N:26]([C:29]([C:31]2[O:32][CH:33]=[CH:34][CH:35]=2)=[O:30])[CH2:25][CH2:24]1)#[N:22]>C1C=CC=CC=1.C(OCC)C>[NH2:9][C:8]1[C:7]2[C:2](=[CH:3][C:4]([O:12][CH3:13])=[C:5]([O:10][CH3:11])[CH:6]=2)[N:1]=[C:21]([N:23]2[CH2:24][CH2:25][N:26]([C:29]([C:31]3[O:32][CH:33]=[CH:34][CH:35]=3)=[O:30])[CH2:27][CH2:28]2)[N:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7359672-Amino-4,5-dimethoxybenzonitrileHCID 130593091-Cyano-4-(2-furoyl)piperazineHCID 178506676HCID 178506676、化合物

生成物 1

HCID 4893Prazosin

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 3283Diethyl Ether溶媒

実験手順

To 3.6 g. of 6-aminoveratronitrile, dissolved in 75 ml. of anhydrous benzene, a solution of phenyl lithium (prepared from 0.35 g. of lithium and 3.9 g. of bromobenzene) in 60 ml. of anhydrous diethyl ether is added under a nitrogen atmosphere. After 45 minutes 4.4 g. of 1-cyano-4-(2-furoyl)piperazine in 50 ml. of anhydrous benzene are added. The ether and part of the benzene are distilled off and 100 ml. of tetrahydrofuran are added. The mixture is refluxed under the nitrogen atmosphere for 20 hours and then decomposed with water. The liquid is distilled off and 75 ml. of water are added to the residue. The mixture is extracted with chloroform and the extract is concentrated by evaporation of the solvent. 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)4-(2-furoyl)piperazine is obtained. The product after crystallization from a mixture of ethanol and water melts at 258°-260°C.

後処理

  1. distillationThe ether and part of the benzene are distilled off
  2. additionof tetrahydrofuran are added
  3. temperatureThe mixture is refluxed under the nitrogen atmosphere for 20 hours
  4. distillationThe liquid is distilled off
  5. additionof water are added to the residue
  6. extractionThe mixture is extracted with chloroform
  7. concentrationthe extract is concentrated by evaporation of the solvent

出典と根拠

ORDレコード
ord-125d9c43bad14efbb614cbf75ead5e2c
出典データセット
uspto-grants-1976_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03980650

反応ノート

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