Nitric Acid → HCID 178474263, 화합물

HRID 1624666노트

반응식

HRID 1624666 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[CH:4][CH:3]=1.P(=O)(O)(O)O.[N+]([O-])(O)=O.[N:21]([O-])=O.[Na+].[CH3:25][C:26](=[O:31])[CH2:27][C:28](=[O:30])[CH3:29].C([O-])(=O)C.[K+].C([O-])([O-])=O.[Na+].[Na+]>C(O)C>[C:28]([C:27](=[N:21][NH:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[CH:6][CH:7]=1)[C:26](=[O:31])[CH3:25])(=[O:30])[CH3:29]

참가 물질

9

반응물 7

HCID 944Nitric AcidHCID 1004Phosphoric AcidHCID 10340Sodium CarbonateHCID 312304-AminoacetanilideHCID 31261AcetylacetoneHCID 517044Potassium AcetateHCID 23668193Sodium Nitrite

생성물 1

HCID 178474263HCID 178474263, 화합물수율 80.5%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
-6 °C

실험 절차

N-(4-Aminophenyl)acetamide (1000 mg, 6.66 mmol) was added to a solution of 6 mL of phosphoric acid (85%) and 4 mL of nitric acid (65%) at −6° C. When the mixture reached to room temperature, it was cooled to −6° C. and solid sodium nitrite (460 mg, 6.66 mmol) was added during 10 min. Small piece of ice (50 g) was added into the solution. The mixture was added at 0° C. to a suspension of 2,4-pentanedione (666 mg, 6.66 mmol) and potassium acetate (40 g) in ethanol (400 mL). The solution was stirred for 15 min, and then was added to 250 mL of saturated Na2CO3 aqueous solution, extracted with dichloromethane, washed with water and brine, dried over Na2SO4, and concentrated under reduced pressure to give the title compound (1400 mg, 80% yield): 1H NMR (400 MHz, CDCl3): δ ppm 2.22 (3H, s), 2.48 (3H, s), 2.60 (3H, s), 7.22 (1H, brs), 7.38 (2H, d, J=8.8 Hz), 7.57 (2H, d, J=8.8 Hz), 14.84 (1H, s).

후처리

  1. customreached to room temperature
  2. extractionextracted with dichloromethane
  3. washwashed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a325e8554bcc49a4988db14e26e7badf
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778944B2

반응 노트

불러오는 중…