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

HRID 2247917
ノート
印刷プレビュー

反応式

HRID 2247917 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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.

出典と根拠

ORDレコード
ord-f9f5c0d25b354537854cabc693800556
出典データセット
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05037829

反応ノート

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