Phosphorus oxychloride → 4-Chloropyrrolo(2,1-f)(1,2,4)triazine

HRID 1851095ノート

反応式

HRID 1851095 の反応式
C(N(C(C)C)CC)(C)C.[CH:10]1[CH:19]=[C:18]2[N:12]([CH:13]=[N:14][NH:15][C:16]2=O)[CH:11]=1.P(Cl)(Cl)([Cl:22])=O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[CH:18]1[CH:19]=[C:10]2[C:11]([Cl:22])=[N:12][CH:13]=[N:14][N:15]2[CH:16]=1

参加物

6

反応物 4

HCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 32409201H,2H-pyrrolo[1,2-d][1,2,4]triazin-1-one

生成物 1

HCID 210816834-Chloropyrrolo(2,1-f)(1,2,4)triazine収率 81%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

Diisopropylethylamine (3.5 mL, 20.3 mmol) was added to a solution of pyrrolo[1,2-f][1,2,4]triazin-4(3H)-one (2.5 g, 18.5 mmol) dissolved in toluene (37.5 mL) under nitrogen atmosphere. Subsequently, after adding phosphorus oxychloride (5.1 mL, 55.7 mmol), the mixture was heated for 20 hours at 100° C. The resulting reaction mixture was cooled to 0° C. and, after slowly adding sodium bicarbonate aqueous solution, stirred at room temperature for 30 minutes. The resulting aqueous layer was extracted with ethyl acetate, dried with magnesium sulfate, and then filtered. The filtrate was concentrated in vacuum. The resulting yellow solid product was subjected to the next step without purification (2.31 g, 15.0 mmol, 81% yield).

後処理

  1. customThe resulting reaction mixture
  2. temperaturewas cooled to 0° C.
  3. extractionThe resulting aqueous layer was extracted with ethyl acetate
  4. dry with materialdried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuum
  7. customThe resulting yellow solid product was subjected to the next step without purification (2.31 g, 15.0 mmol, 81% yield)

出典と根拠

ORDレコード
ord-aac4df1b1f564c2a90bb7ff55186c652
出典データセット
uspto-grants-2015_02
特許番号
US08957102B2

反応ノート

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