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Sulfuric Acid → [7-[3-(Ethylamino)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-2-furanylmethanone

HRID 1247968
ノート
印刷プレビュー

反応式

HRID 1247968 の反応式
[CH2:1]([N:3]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]2[N:25]3[N:26]=[CH:27][C:28]([C:29]([C:31]4[O:32][CH:33]=[CH:34][CH:35]=4)=[O:30])=[C:24]3[N:23]=[CH:22][CH:21]=2)[CH:15]=1)S(C1C=CC(C)=CC=1)(=O)=O)[CH3:2].S(=O)(=O)(O)O.[OH-].[NH4+]>O>[CH2:1]([NH:3][C:14]1[CH:15]=[C:16]([C:20]2[N:25]3[N:26]=[CH:27][C:28]([C:29]([C:31]4[O:32][CH:33]=[CH:34][CH:35]=4)=[O:30])=[C:24]3[N:23]=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 20280467N-ethyl-N-[3-[3-(2-furanylcarbonyl)pyrazolo[1,5-a]pyrimidin-7-yl]phenyl]-4-methylbenzenesulfonamide

生成物 1

HCID 13475999[7-[3-(Ethylamino)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-2-furanylmethanone

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 10.7 g portion of N-ethyl-N-[3-[3-(2-furanylcarbonyl)pyrazolo[1,5-a]pyrimidin-7-yl]phenyl]-4-methylbenzenesulfonamide was added to a mixture of 90 ml of water and 210 ml of concentrated sulfuric acid. This mixture was heated to 140°-145° C., allowed to cool slowly to room temperature, then cooled to -10° C., poured onto ice, made basic with 550 ml of concentrated ammonium hydroxide and cooled to 0° C. This mixture was extracted with dichloromethane. The extract was passed through hydrous magnesium silicate and washed with 200 ml of dichloromethane. The dichloromethane filtrate and wash was combined with 300 ml of hexane, concentrated to 300 ml, diluted to 800 ml with hexane, treated with charcoal, clarified and cooled to -10° C. This material was filtered, the filtrate concentrated to turbidity and cooled at -10° C. The precipitate was collected, washed with hexane and dried at 60° C. in vacuo, giving 2.3 g of the desired product, mp 142°-143° C.

後処理

  1. temperatureThis mixture was heated to 140°-145° C.
  2. temperaturecooled to -10° C.
  3. additionpoured onto ice
  4. temperaturecooled to 0° C
  5. extractionThis mixture was extracted with dichloromethane
  6. washwashed with 200 ml of dichloromethane
  7. washThe dichloromethane filtrate and wash
  8. concentrationconcentrated to 300 ml
  9. additiondiluted to 800 ml with hexane
  10. additiontreated with charcoal
  11. temperaturecooled to -10° C
  12. filtrationThis material was filtered
  13. concentrationthe filtrate concentrated to turbidity
  14. temperaturecooled at -10° C
  15. customThe precipitate was collected
  16. washwashed with hexane
  17. customdried at 60° C. in vacuo

出典と根拠

ORDレコード
ord-6e58576fa90d407d940edf49071d3708
出典データセット
uspto-grants-1985_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04521422

反応ノート

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