Methanesulfonic Acid → HCID 69210542、化合物

HRID 30640

反応式

HRID 30640 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 69210542HCID 69210542、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-909822fc3a3a41b58f5c0c1e101a4a61
出典データセット
uspto-grants-2008_09
特許番号
US07423159B2

関連ノート

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