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

HRID 2255676노트

반응식

HRID 2255676 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-7c9dda161f0b4d0cad2a94cf756e797d
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05241071

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