2,4-Dimethylacetophenone → HCID 4418957, 화합물

HRID 868746노트

반응식

HRID 868746 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 4418957HCID 4418957, 화합물수율 55%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-75de85d93fe34b828130e8c7813a83ee
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08968708B2

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