2-trifluoromethyl-nicotinic acid N'-(3,4-dimethoxy-5-nitro-benzoyl)-hydrazide → 2-(3,4-Dimethoxy-5-nitrophenyl)-5-(2-(trifluoromethyl)pyridin-3-yl)-1,3,4-oxadiazole

HRID 1920063ノート

反応式

HRID 1920063 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([N+:27]([O-:29])=[O:28])[C:24]=1[O:25][CH3:26])[C:6]([NH:8][NH:9][C:10](=[O:21])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][C:12]=1[C:17]([F:20])([F:19])[F:18])=O>P(Cl)(Cl)(Cl)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[O:21][C:10]([C:11]3[C:12]([C:17]([F:19])([F:18])[F:20])=[N:13][CH:14]=[CH:15][CH:16]=3)=[N:9][N:8]=2)[CH:22]=[C:23]([N+:27]([O-:29])=[O:28])[C:24]=1[O:25][CH3:26]

参加物

3

反応物 1

HCID 670371772-trifluoromethyl-nicotinic acid N'-(3,4-dimethoxy-5-nitro-benzoyl)-hydrazide

生成物 1

HCID 670370412-(3,4-Dimethoxy-5-nitrophenyl)-5-(2-(trifluoromethyl)pyridin-3-yl)-1,3,4-oxadiazole

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

反応条件

温度
130 °C

実験手順

A suspension of 2-trifluoromethyl-nicotinic acid N′-(3,4-dimethoxy-5-nitro-benzoyl)-hydrazide (0.60 g, 1.44 mmol) in phosphorus oxychloride (10 mL) was stirred at 130° C. for three hours, becoming a pale yellow solution. The mixture was allowed to cool to room temperature and then poured onto ice-water (200 mL). The white precipitate was filtered off, washed with water and dried to give 3-[5-(3,4-dimethoxy-5-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-trifluoromethyl-pyridine, 0.48 g (84%).

後処理

  1. temperatureto cool to room temperature
  2. additionpoured onto ice-water (200 mL)
  3. filtrationThe white precipitate was filtered off
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-8ee507de903a4bb194359b96cc78d24e
出典データセット
uspto-grants-2012_05
特許番号
US08168793B2

反応ノート

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