Methacrylic Acid → Disperse Orange 3 methacrylamide

HRID 1175560

反応式

HRID 1175560 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 4574980Disperse Orange 3 methacrylamide収率 56%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
95 °C

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-9511b8526ed0454c9bd035cd15df1a1d
出典データセット
uspto-grants-2010_11
特許番号
US07842367B2

関連ノート

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