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Dichloromethane → 2,4-Bis(2-acetoxybenzamido)benzoic acid

HRID 1606644
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HRID 1606644 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12]([O-:15])(=[O:14])[CH3:13].[Na+].C(Cl)Cl.[C:20]([O:23][C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[C:26](Cl)=[O:27])(=[O:22])[CH3:21]>O>[C:12]([O:15][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:1][C:2]1[CH:10]=[C:9]([NH:11][C:26](=[O:27])[C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[O:23][C:20](=[O:22])[CH3:21])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])=[O:5])(=[O:14])[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 691342,4-Diaminobenzoic acidHCID 796682-Acetoxybenzoyl chlorideHCID 517045Sodium Acetate

생성물 1

HCID 1913152,4-Bis(2-acetoxybenzamido)benzoic acid수율 97.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 4.9 g of 2,4-diaminobenzoic acid, 12 g of sodium acetate, 90 ml of methylene chloride and 90 ml of water was added 19.2 g of 2-acetoxybenzoylchloride while stirring at 5° - 10°C, followed by continuing the stirring at 5° - 15°C for 4 hours. The precipitated crystals were recovered by filtration, washed with water and then with methylene chloride and thoroughly mixed with 70 ml of methanol. To the mixture was added 30 ml of water, followed by allowing to stand to precipitate crystals. The crystals were recovered by filtration and recrystallized from 90% aqueous methanol to obtain 7.5 g of 2,4-bis(2'-acetoxybenzamido)-benzoic acid having a melting point between 194° - 195°C.

후처리

  1. customstirring at 5° - 15°C
  2. customfor 4 hours
  3. filtrationThe precipitated crystals were recovered by filtration
  4. washwashed with water
  5. additionwith methylene chloride and thoroughly mixed with 70 ml of methanol
  6. additionTo the mixture was added 30 ml of water
  7. customto precipitate crystals
  8. filtrationThe crystals were recovered by filtration
  9. customrecrystallized from 90% aqueous methanol

출처 및 근거

ORD 기록
ord-3df42ba8bb434d068dcf99019f2cd26c
출처 데이터셋
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03953496

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