Ethyl orthoformate → 3-(4-Nitrophenyl)-1,2,4-oxadiazole

HRID 1665618ノート

反応式

HRID 1665618 の反応式
[CH:1](OCC)(OCC)OCC.[OH:11][NH:12][C:13](=[NH:23])[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1>C1COCC1>[N+:20]([C:17]1[CH:16]=[CH:15][C:14]([C:13]2[N:23]=[CH:1][O:11][N:12]=2)=[CH:19][CH:18]=1)([O-:22])=[O:21]

参加物

4

反応物 2

HCID 31214Ethyl orthoformateHCID 178513348HCID 178513348、化合物

生成物 1

HCID 27982883-(4-Nitrophenyl)-1,2,4-oxadiazole収率 55%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Triethyl orthoformate (2.93 g, 19.8 mmol) was added to a stirred solution of N-hydroxy-4-nitro-benzamidine (1.2 g, 6.6 mmol) in THF (15 mL). The mixture was cooled to 0° C. and boron triflouride dimethyl ether (900 mg, 7.9 mmol) was added drop wise. The mixture was maintained at room temperature for three hours. The volatiles were evaporated and the residue was washed with ether and dried to afford 650 mg (55%) of 3-(4-nitro-phenyl)-[1,2,4]oxadiazole.

後処理

  1. temperatureThe mixture was maintained at room temperature for three hours
  2. customThe volatiles were evaporated
  3. washthe residue was washed with ether
  4. customdried

出典と根拠

ORDレコード
ord-f152925894374548be7a82e0028f655e
出典データセット
uspto-grants-2011_10
特許番号
US08039463B2

反応ノート

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