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Hydrochloric Acid → N-(4,4,4-trinitrobutyryl)-N'-(perfluorobutyryl)hydrazine

HRID 2255673
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HRID 2255673 반응식
[N+:1]([C:4]([N+:13]([O-:15])=[O:14])([N+:10]([O-:12])=[O:11])[CH2:5][CH2:6][C:7](Cl)=[O:8])([O-:3])=[O:2].[F:16][C:17]([F:29])([C:25]([F:28])([F:27])[F:26])[C:18]([F:24])([F:23])[C:19]([NH:21][NH2:22])=[O:20].N1C=CC=CC=1.Cl>C(OCC)C.O>[N+:1]([C:4]([N+:13]([O-:15])=[O:14])([N+:10]([O-:12])=[O:11])[CH2:5][CH2:6][C:7]([NH:22][NH:21][C:19](=[O:20])[C:18]([F:23])([F:24])[C:17]([F:16])([F:29])[C:25]([F:27])([F:26])[F:28])=[O:8])([O-:3])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 2467902,2,3,3,4,4,4-HeptafluorobutanehydrazideHCID 125075564,4,4-Trinitrobutyryl chloride

생성물 1

HCID 19738486N-(4,4,4-trinitrobutyryl)-N'-(perfluorobutyryl)hydrazine

시약·촉매·용매 2

HCID 962Water
용매
HCID 3283Diethyl Ether용매2회

실험 절차

To a solution of 1.0 g (0.0041 mole) of 4,4,4-trinitrobutyryl chloride in anhydrous diethyl ether (10 mL) stirred at 20° C. (water bath) was added 0.9 g (0.0039 mole) of N-(heptafluorobutyryl)hydrazine. The mixture became thick with precipitate and sufficient ether (10 mL) was added to allow efficient stirring. Pyridine (0.35 ml, 0.0044 mole) was added dropwise and the mixture was stirred for 5 minutes before 5% hydrochloric acid (10 mL) was added. The ether layer was dried (Na2SO4), the volatiles were removed, and the residue was stirred with water to give 1.5 g, mp 146°-150° C. Crystallization from 1,2-dichloroethane gave the product, N-(4,4,4-trinitrobutyryl)-N'-(perfluorobutyryl)hydrazine, 1.2 g (70%) mp 154°-156° C.; 1H NMR (acetone-d6 +D2O): 2.98 (t, 2H), 3.87 (t, 2H).

후처리

  1. additionwas added
  2. additionwas added
  3. dry with materialThe ether layer was dried (Na2SO4)
  4. customthe volatiles were removed
  5. customto give 1.5 g, mp 146°-150° C
  6. customCrystallization from 1,2-dichloroethane

출처 및 근거

ORD 기록
ord-5713548f3a114501a9236327274a1db9
출처 데이터셋
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05241071

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