Nitric Acid → HCID 178474263, 화합물

HRID 2089854노트

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HRID 2089854 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

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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-c192d80f74134f589e82f2476f3f6769
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08435995B2

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