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

HRID 703451노트

반응식

HRID 703451 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-514d3f4beb0a4955b45029ee3bd33575
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983606

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