Methacrylic Acid → Disperse Orange 3 methacrylamide

HRID 1175560

반응식

HRID 1175560 반응식
[H-].[Na+].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([N:12]=[N:13][C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)([O-:5])=[O:4].[C:21](O)(=[O:25])[C:22]([CH3:24])=[CH2:23]>C1COCC1>[CH3:24][C:22]([C:21]([NH:18][C:17]1[CH:19]=[CH:20][C:14]([N:13]=[N:12][C:9]2[CH:10]=[CH:11][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][CH:8]=2)=[CH:15][CH:16]=1)=[O:25])=[CH2:23]

참가 물질

5

반응물 3

HCID 4093Methacrylic AcidHCID 12896Disperse orange 3HCID 24758Sodium hydride

생성물 1

HCID 4574980Disperse Orange 3 methacrylamide수율 56%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
95 °C

실험 절차

0.6 g of sodium hydride was added carefully to a 3 neck flask equipped with a condenser, addition funnel, and magnetic bar. 75 ml of anhydrous THF was added and the mixture stirred for 10 minutes. A solution of 4.0 g 4-(4-nitrophenylazo)aniline in 75 ml THF was added drop-wise and the flask stirred at 50° C. The temperature was raised to 95° C., and the mixture was refluxed for 6 hrs. The mixture was allowed to cool to room temperature and then 6.0 g of methacrylic acid in 20 ml THF was added drop-wise. The mixture was again refluxed for 8 hrs. The solution was cooled to room temperature. THF was evaporated to reveal a dark orange solid. The solid was washed thoroughly with dilute HCl and water. The product was recrystallized in 95% methanol. The yield was 56%.

후처리

  1. customequipped with a condenser, addition funnel, and magnetic bar
  2. stirringthe flask stirred at 50° C
  3. temperaturethe mixture was refluxed for 6 hrs
  4. temperatureto cool to room temperature
  5. temperatureThe mixture was again refluxed for 8 hrs
  6. temperatureThe solution was cooled to room temperature
  7. customTHF was evaporated
  8. washThe solid was washed thoroughly with dilute HCl and water
  9. customThe product was recrystallized in 95% methanol

출처 및 근거

ORD 기록
ord-9511b8526ed0454c9bd035cd15df1a1d
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842367B2

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