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1,1'-Carbonyldiimidazole → 7-[(1H-imidazol-1-yl)phenylmethyl]-2,4(1H,3H)-quinazolinedione

HRID 2247917
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HRID 2247917 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([CH:11]([N:18]2[CH:22]=[CH:21][N:20]=[CH:19]2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[C:23](N1C=CN=C1)(N1C=CN=C1)=[O:24]>O1CCCC1>[N:18]1([CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[CH:10]=[C:2]3[C:3]([C:4](=[O:5])[NH:6][C:23](=[O:24])[NH:1]3)=[CH:7][CH:8]=2)[CH:22]=[CH:21][N:20]=[CH:19]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 538753582-amino-4-[(1H-imidazol-1-yl)phenylmethyl]benzamide

생성물 1

HCID 539991037-[(1H-imidazol-1-yl)phenylmethyl]-2,4(1H,3H)-quinazolinedione수율 35.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 4.6 parts of 2-amino-4-[(1H-imidazol-1-yl)phenylmethyl]benzamide in 90 parts of tetrahydrofuran were added 3.52 parts of 1,1'-carbonylbis[1H-imidazole]. The mixture was stirred first overnight at room temperature and then for 48 hours at reflux temperature. The solution was concentrated under reduced pressure and the concentrate was treated with water. The product was extracted with dichloromethane. A white product was precipitated in the dichloromethane layer. This product was filtered off and crystallized from hot acetonitrile. The product was filtered off, washed with acetonitrile and 2,2'-oxybispropane and dried in vacuo at 60°-70° C., yielding 1.77 parts (35.4%) of 7-[(1H-imidazol-1-yl)phenylmethyl]-2,4(1H,3H)-quinazolinedione; mp. 287.2° C. (comp. 29).

후처리

  1. temperaturefor 48 hours at reflux temperature
  2. concentrationThe solution was concentrated under reduced pressure
  3. additionthe concentrate was treated with water
  4. extractionThe product was extracted with dichloromethane
  5. customA white product was precipitated in the dichloromethane layer
  6. filtrationThis product was filtered off
  7. customcrystallized from hot acetonitrile
  8. filtrationThe product was filtered off
  9. washwashed with acetonitrile and 2,2'-oxybispropane
  10. customdried in vacuo at 60°-70° C.

출처 및 근거

ORD 기록
ord-f9f5c0d25b354537854cabc693800556
출처 데이터셋
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05037829

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