Ammonia → 2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

HRID 592619ノート

反応式

HRID 592619 の反応式
Br[CH2:2][CH2:3][N:4]1[C:8]([CH2:9]Br)=[CH:7][C:6]([N+:11]([O-:13])=[O:12])=[N:5]1.[NH3:14]>O1CCOCC1>[N+:11]([C:6]1[CH:7]=[C:8]2[CH2:9][NH:14][CH2:2][CH2:3][N:4]2[N:5]=1)([O-:13])=[O:12]

参加物

4

反応物 2

HCID 222AmmoniaHCID 575020831-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole

生成物 1

HCID 580442792-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine収率 100%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

A sealed tube equipped with a magnetic stirrer was charged with 125c (4 g, 12.9 mmol) 0.5M ammonia solution in dioxane (200 mL). The resulting mixture was carefully heated to 50° C. overnight. After this time, the reaction mixture was concentrated under reduced pressure, and to the residue was added H2O (50 mL) and EtOAc (50 mL). The aqueous layer was separated and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with brine (100 mL) and dried over sodium sulfate. The resulting solution was concentrated under reduced pressure to afford a 100% yield (2.1 g) of crude 125d.

後処理

  1. customA sealed tube equipped with a magnetic stirrer
  2. concentrationAfter this time, the reaction mixture was concentrated under reduced pressure
  3. additionto the residue was added H2O (50 mL) and EtOAc (50 mL)
  4. customThe aqueous layer was separated
  5. extractionextracted with EtOAc (2×50 mL)
  6. washThe combined organic extracts were washed with brine (100 mL)
  7. dry with materialdried over sodium sulfate
  8. concentrationThe resulting solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-b4de3070cf5849268b435dbd0bc52220
出典データセット
uspto-grants-2016_01
特許番号
US09238655B2

反応ノート

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