2,4-Dimethylacetophenone → HCID 4418957、化合物

HRID 868746ノート

反応式

HRID 868746 の反応式
O.[C:2]([OH:6])(=O)[CH:3]=O.[CH3:7][C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=1[C:15](=O)[CH3:16].[NH4+:18].[OH-].[NH2:20]N>O>[CH3:7][C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=1[C:15]1[CH:16]=[CH:3][C:2](=[O:6])[NH:18][N:20]=1

参加物

6

反応物 4

HCID 69852,4-DimethylacetophenoneHCID 9321HydrazineHCID 14923Ammonium HydroxideHCID 15620607Glyoxylic acid, monohydrate

生成物 1

HCID 4418957HCID 4418957、化合物収率 55%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

A mixture of glyoxylic acid monohydrate (920 mg, 10 mmol) and 2′,4′-dimethylacetophenone (4.45 mL, 30 mmol) was stirred at 150° C. for 2 hr. Then the mixture was cooled down to room temperature and water (4 mL) was added followed by conc. aq. NH4OH (1 mL). The mixture was washed with DCM. To the ammoniac solution was added hydrazine (314 μL, 10 mmol) and the solution was refluxed for 3 hours. After cooling to room temperature the precipitate was collected by filtration to give the desired product as a white powder (1.1 g, 55%), 1H NMR (300 MHz, dMSO): δ 2.22 (s, 3H), 2.25 (s, 3H), 6.93-6.95 (d, 1H), 7.15 (m, 3H), 7.21-7.23 (d, 1H), 7.57-7.61 (d, 1H), 13.1 (bs, 1H); (M+H, 201).

後処理

  1. temperatureThen the mixture was cooled down to room temperature
  2. washThe mixture was washed with DCM
  3. temperaturethe solution was refluxed for 3 hours
  4. temperatureAfter cooling to room temperature the precipitate
  5. filtrationwas collected by filtration

出典と根拠

ORDレコード
ord-75de85d93fe34b828130e8c7813a83ee
出典データセット
uspto-grants-2015_03
特許番号
US08968708B2

反応ノート

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