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

HRID 1606644
ノート
印刷プレビュー

反応式

HRID 1606644 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3df42ba8bb434d068dcf99019f2cd26c
出典データセット
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03953496

反応ノート

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