Phosphorus pentachloride → 2-(3,3,3-Trinitropropyl)-5-(perfluoroethyl)-1,3,4-oxadiazole

HRID 2255676ノート

反応式

HRID 2255676 の反応式
[N+:1]([C:4]([N+:23]([O-:25])=[O:24])([N+:20]([O-:22])=[O:21])[CH2:5][CH2:6][C:7]([NH:9][NH:10][C:11](=[O:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])=O)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)Cl>ClCCCl.C(Cl)Cl>[N+:1]([C:4]([N+:23]([O-:25])=[O:24])([N+:20]([O-:22])=[O:21])[CH2:5][CH2:6][C:7]1[O:19][C:11]([C:12]([F:17])([F:18])[C:13]([F:15])([F:16])[F:14])=[N:10][N:9]=1)([O-:3])=[O:2]

参加物

5

反応物 2

HCID 24819Phosphorus pentachlorideHCID 19738489N-(4,4,4-trinitrobutyryl)-N'-(perfluoropropionyl)hydrazine

生成物 1

HCID 197384882-(3,3,3-Trinitropropyl)-5-(perfluoroethyl)-1,3,4-oxadiazole

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution containing 0.6 g (0.0016 mole) of N-(4,4,4-trinitrobutyryl)-N'-(perfluoropropionyl)hydrazine and 0.8 g (0.0038 mole) of phosphorus pentachloride in 7 mL of 1,2-dichloroethane was held at reflux temperature for 4 hours before the volatiles were removed to give an oil residue. The residue was dissolved in CH2Cl2, washed with water, and chromatographed on Silica gel 40 (CH2Cl2 as eluent) to give the product, 2-(3,3,3-trinitropropyl)-5-(perfluoroethyl)-1,3,4-oxadiazole, 0.4 g (70%), mp 36°-38° C. 1H NMR (acetone-d6): 3.80 (m, 2H), 4.20 (m, 2H).

後処理

  1. temperatureat reflux temperature for 4 hours before the volatiles
  2. customwere removed
  3. customto give an oil residue
  4. washwashed with water
  5. customchromatographed on Silica gel 40 (CH2Cl2 as eluent)

出典と根拠

ORDレコード
ord-7c9dda161f0b4d0cad2a94cf756e797d
出典データセット
uspto-grants-1993_08
特許番号
US05241071

反応ノート

読み込み中…