Methanesulfonic Acid → HCID 69210542, 화합물

HRID 30640

반응식

HRID 30640 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([NH:13][NH2:14])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH:15](OCC)(OCC)OCC.CS(O)(=O)=O.O1CCCC1>C(OCC)(=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]2[O:12][CH:15]=[N:14][N:13]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 6395Methanesulfonic AcidHCID 8028TetrahydrofuranHCID 31214Ethyl orthoformateHCID 2873312-(4-Nitrophenyl)acetohydrazide

생성물 1

HCID 69210542HCID 69210542, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 2-(4-nitrophenyl)acetohydrazide (2.50 g), triethyl orthoformate (5.69 g), methanesulfonic acid (0.25 g) and tetrahydrofuran (50 mL) was heated under reflux for 1 hr. The reaction mixture was diluted with ethyl acetate. The mixture was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, and 2-(4-nitrobenzyl)-1,3,4-oxadiazole was obtained as pale-yellow crystals (1.92 g, yield 73%) from a fraction eluted with hexane-ethyl acetate (3:1-1:1, v/v). Recrystallization thereof from ethyl acetate-hexane gave colorless prism crystals. melting point: 104-105° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hr
  3. washThe mixture was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-909822fc3a3a41b58f5c0c1e101a4a61
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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