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p-Nitroacetophenone → 3-(4-Nitrophenyl)-1H-pyrazole

HRID 28914
ノート
印刷プレビュー

反応式

HRID 28914 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH3:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].CO[CH:15](OC)[NH2:16].O.[NH2:20]N>CN(C)C=O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:20][N:16]=[CH:15][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7487p-NitroacetophenoneHCID 24654Hydrazine hydrate (1:1)HCID 14871319Dimethoxymethanamine

生成物 1

HCID 27370713-(4-Nitrophenyl)-1H-pyrazole収率 98%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

A solution of 1-(4-nitrophenyl)ethanone (605.5 mmol) and bis(methyloxy)methanamine (726 mmol) in N,N-dimethylformamide (1000 mL) was stirred for 1 h at 80° C. The reaction was concentrated in vacuo, the residue was dissolved in ethanol (1000 mL) and treated with hydrazine monohydrate (1816 mmol). After the reaction stirred 2 h at 70° C. it was cooled to room temperature and poured into ice-water (2000 mL). Product precipitated out of solution, which was filtered, washed with water (4×500 mL) and dried to provide the title product as a yellow powder (98%). ESMS [M+H]+: 190.2

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethanol (1000 mL)
  3. temperaturewas cooled to room temperature
  4. customProduct precipitated out of solution, which
  5. filtrationwas filtered
  6. washwashed with water (4×500 mL)
  7. customdried

出典と根拠

ORDレコード
ord-33f6c07783a5412baec25e75d0936082
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07419988B2

反応ノート

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