Iodine chloride → Pyrazolo(1.5-a)pyrimidine, 5,7-dimethyl-3-iodo-

HRID 838848ノート

反応式

HRID 838848 の反応式
[I:1]Cl.[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[N:7]2[N:11]=[CH:12][CH:13]=[C:6]2[N:5]=1>C(Cl)(Cl)Cl>[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[N:7]2[N:11]=[CH:12][C:13]([I:1])=[C:6]2[N:5]=1

参加物

4

反応物 2

HCID 24640Iodine chlorideHCID 215186Pyrazolo(1,5-a)pyrimidine, 5,7-dimethyl-

生成物 1

HCID 206164Pyrazolo(1.5-a)pyrimidine, 5,7-dimethyl-3-iodo-

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

A solution of ICl [5.0g (27 mmoles)] in CHCl3 (50 ml) was added to a stirred solution of 5,7-dimethyl pyrazolo[1,5-a]pyrimidine [2.96g (20 mmoles)] in CHCl3 (50 ml). Within a few minutes, the mixture became warm and crystals of the hydrochloride salt of the subject compound began to separate. The mixture was warmed on the steam bath for 2-3 minutes to complete the reaction, and then refrigerated overnight. The yellow hydrochloride salt was separated by filtration, washed with Et2O, and air dried. The yellow solid, which weighed 4.4g, was dissolved in water (100 ml) and this solution was made alkaline by the addition of NaOH solution (2.5N). The alkaline solution was extracted with CHCl3 3(25 ml), and the CHCl3 extracts were dried over Na2SO4. The CHCl3 extract was chromatographed on basic alumina, and the CHCl3 eluant evaporated to dryness. The residue was recrystallized from petroleum ether (30°-60°) to afford 2.02g (37%) of analytically pure product; mp 120°-2°.

後処理

  1. waitWithin a few minutes
  2. temperaturethe mixture became warm
  3. customto separate
  4. temperatureThe mixture was warmed on the steam bath for 2-3 minutes
  5. customthe reaction
  6. customrefrigerated overnight
  7. customThe yellow hydrochloride salt was separated by filtration
  8. washwashed with Et2O, and air
  9. customdried
  10. dissolutionwas dissolved in water (100 ml)
  11. additionby the addition of NaOH solution (2.5N)
  12. extractionThe alkaline solution was extracted with CHCl3 3(25 ml)
  13. dry with materialthe CHCl3 extracts were dried over Na2SO4
  14. extractionThe CHCl3 extract
  15. customwas chromatographed on basic alumina
  16. customthe CHCl3 eluant evaporated to dryness
  17. customThe residue was recrystallized from petroleum ether (30°-60°)
  18. customto afford 2.02g (37%) of analytically pure product

出典と根拠

ORDレコード
ord-8d8eada7a0e949ef9ded7f8dff1c40c2
出典データセット
uspto-grants-1978_06
特許番号
US04093617

反応ノート

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