Aniline → Phthalanilic acid

HRID 1973033

반응식

HRID 1973033 반응식
[C@@H:1]12[C:10](=[O:11])[O:9][C:7](=[O:8])[C@@H:2]1[CH2:3][CH:4]=[CH:5][CH2:6]2.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>COCCOC>[C:13]1([NH:12][C:10](=[O:11])[C:1]2[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:7]([OH:9])=[O:8])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

4

반응물 2

HCID 6115AnilineHCID 98495Tetrahydrophthalic anhydride, cis-

생성물 1

HCID 78458Phthalanilic acid

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

Cis-4-cyclohexene-1,2-dicarboxylic anhydride (7.6 g., 0.05 mole) was dissolved in 150 ml. 1,2-dimethoxyethane and 4.7 g. aniline (0.05 mole) was added. The reaction mixture was heated to reflux for one hour and allowed to stand overnight. The solvent was evaporated. The product then obtained was purified by pouring into 200 ml. of 10% hydrochloric acid solution. This was extracted with diethyl ether, dried over anhydrous magnesium sulfate, filtered and the solvent stripped off. There was obtained 7.3 g. of the title compound. The structure was confirmed by infrared analysis and n.m.r.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for one hour
  3. customThe solvent was evaporated
  4. customThe product then obtained
  5. customwas purified
  6. additionby pouring into 200 ml
  7. extractionThis was extracted with diethyl ether
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customThere was obtained 7.3 g

출처 및 근거

ORD 기록
ord-7299cca8886c48749aa90c2713a02290
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03996043

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