Acetic Anhydride → 3-Acetamidophthalic Anhydride

HRID 55750

반응식

HRID 55750 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=O)[C:3]=1[C:11]([OH:13])=[O:12].[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[C:14]([NH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]2[C:5]([O:13][C:11](=[O:12])[C:3]=12)=[O:7])(=[O:16])[CH3:15]

참가 물질

3

반응물 2

HCID 7918Acetic AnhydrideHCID 794903-Aminophthalic acid

생성물 1

HCID 2261213-Acetamidophthalic Anhydride수율 61%

반응 조건

온도
2.5 °C

실험 절차

A 1 L 3-necked round bottom flask was equipped with a mechanical stirrer, thermometer, and condenser and charged with 3-aminophthalic acid (108 g, 596 mmol) and acetic anhydride (550 mL). The reaction mixture was heated to reflux for 3 hours and cooled to about 25° C. and further to 0-5° C. for another 1 hour. The crystalline solid was collected by vacuum filtration and washed with ether. The solid product was dried in vacuo at ambient temperature to a constant weight, giving 75 g (61% yield) of 3-acetamidophthalic anhydride as a white product. 1H-NMR (CDCl3) δ: 2.21 (s, 3H), 7.76 (d, 1H), 7.94 (t, 1H), 8.42 (d, 1H), 9.84 (s, 1H).

후처리

  1. customA 1 L 3-necked round bottom flask was equipped with a mechanical stirrer
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 3 hours
  4. filtrationThe crystalline solid was collected by vacuum filtration
  5. washwashed with ether
  6. customThe solid product was dried in vacuo at ambient temperature to a constant weight

출처 및 근거

ORD 기록
ord-025c6b9f115741189b3c3ac2357ef40b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09433606B2

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