Potassium Iodide → 2-[2-(4-phenylpiperazin-1-yl)-ethyl]-6,7-dimethoxy-1(2H)-phthalazinone dihydrochloride

HRID 703451ノート

反応式

HRID 703451 の反応式
[Cl:1][CH2:2][CH2:3][N:4]1[N:13]=[CH:12][C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[C:5]1=[O:18].[C:19]1([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C.[I-].[K+]>C(#N)C>[ClH:1].[ClH:1].[C:19]1([N:25]2[CH2:30][CH2:29][N:28]([CH2:2][CH2:3][N:4]3[N:13]=[CH:12][C:11]4[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=4)[C:5]3=[O:18])[CH2:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 153919232-(2-chloroethyl)-6,7-dimethoxy-1(2H)-phthalazinone

生成物 1

HCID 221501532-[2-(4-phenylpiperazin-1-yl)-ethyl]-6,7-dimethoxy-1(2H)-phthalazinone dihydrochloride

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 2-(2-chloroethyl)-6,7-dimethoxy-1(2H)-phthalazinone (2.68 g; 0.01 mole) obtained as described in Example 2, N-phenyl piperazin (1.5 ml), triethyl amine (2.78 ml) and potassium iodide (0.16 g; 0,001 mole) in acetonitrile (50 ml), is refluxed for 12 hours. The solvent is evaporated under reduced pressure and the residue is dissolved in dilute HCl, washed with methylene chloride and after alkalinization with NaHCO3, the mixture is extracted with methylene chloride, dried on sodium sulphate, filtered and evaporated. The residue is dissolved in acetone, made acid with HCl in ethyl ether and the product which separates is filtered and recrystallized from 95% ethanol to give 2-[2-(4-phenylpiperazin-1-yl)-ethyl]-6,7-dimethoxy-1(2H)-phthalazinone dihydrochloride (m.p. 222°-226° C.).

後処理

  1. customobtained
  2. temperatureis refluxed for 12 hours
  3. customThe solvent is evaporated under reduced pressure
  4. dissolutionthe residue is dissolved in dilute HCl
  5. washwashed with methylene chloride
  6. extractionafter alkalinization with NaHCO3, the mixture is extracted with methylene chloride
  7. customdried on sodium sulphate
  8. filtrationfiltered
  9. customevaporated
  10. dissolutionThe residue is dissolved in acetone
  11. filtrationthe product which separates is filtered
  12. customrecrystallized from 95% ethanol

出典と根拠

ORDレコード
ord-514d3f4beb0a4955b45029ee3bd33575
出典データセット
uspto-grants-1991_01
特許番号
US04983606

反応ノート

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