Hydrochloric Acid → 1-[3-{4-(diphenylmethyl)piperazin-1-yl}propyl]-3-methyl-2,4(1H,3H)quinazolinedione

HRID 247028노트

반응식

HRID 247028 반응식
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[N:7]([CH3:16])[C:6]1=[O:17].[C:18]1([CH:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CO.O.CN(C)C=O>[C:31]1([CH:24]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:25]2[CH2:26][CH2:27][N:28]([CH2:2][CH2:3][CH2:4][N:5]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:8](=[O:15])[N:7]([CH3:16])[C:6]3=[O:17])[CH2:29][CH2:30]2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 70048BenzhydrylpiperazineHCID 136872081-(3-bromopropyl)-3-methyl-2,4(1H)-quinazolinedione

생성물 1

HCID 134883851-[3-{4-(diphenylmethyl)piperazin-1-yl}propyl]-3-methyl-2,4(1H,3H)quinazolinedione

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

A mixture of 1-(3-bromopropyl)-3-methyl-2,4(1H, 3H)-quinazolinedione (1.68 g), 1-diphenylmethylpiperazine (1.56 g), anhydrous potassium carbonate (2.33 g) and N,N-dimethylformamide (8 ml) was stirred for 3 hours at 60° C. After cooling, water was added to the reaction mixture and then the mixture was extracted twice with chloroform. The chloroform layer was washed with water and with saturated sodium chloride aqueous solution respectively, dried over anhydrous magnesium sulfate and evaporated in vacuo to give an oily residue. This oily residue was dissolved in methanol and then conc.hydrochloric acid solution was dropwise added to the solution to give a crystal, which was collected by filtration, washed with water and dried. This crude crystal was recrystallized from a mixture of methanol and water to give 1-[3-{4-(diphenylmethyl)-piperazin-1-yl}propyl]-3-methyl-2,4(1H, 3H)-quinazolinedione.2HCl.0.5H20 (2.4 g). m.p. 250°-253° C.

후처리

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted twice with chloroform
  3. washThe chloroform layer was washed with water and with saturated sodium chloride aqueous solution respectively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customto give an oily residue
  7. customto give a crystal, which
  8. filtrationwas collected by filtration
  9. washwashed with water
  10. customdried
  11. customThis crude crystal was recrystallized from a mixture of methanol and water

출처 및 근거

ORD 기록
ord-cd848dfa8db84ac59852d49f3a23ae31
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705787

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