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Hydrochloric Acid → 3-(1,4-dioxo-3,4-dihydrophthalazin-2(1H)-yl)propanoic acid

HRID 1723320
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HRID 1723320 반응식
[C:1]1(=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[NH:3][NH:2]1.[O-]CC.[Na+].[C:17]([O:21]CC)(=[O:20])[CH:18]=[CH2:19].Cl>C(O)C.[OH-].[Na+]>[C:17]([CH2:18][CH2:19][N:3]1[NH:2][C:1](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=[O:11])([OH:21])=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8821Ethyl AcrylateHCID 2194012,3-Dihydro-1,4-phthalazinedioneHCID 2723922Sodium ethoxide

생성물 1

HCID 9315273-(1,4-dioxo-3,4-dihydrophthalazin-2(1H)-yl)propanoic acid수율 26%

시약·촉매·용매 2

HCID 702Ethanol
용매
HCID 14798Sodium Hydroxide용매

실험 절차

2,3-Dihydrophthalazine-1,4-dione(8.1 g; 0.05 mol) was suspended in 100 ml of absolute ethanol containing a catalytic amount of sodium ethoxide. Ethyl acrylate (5.0 g; 0.05 mol) was added to the suspension and the mixture was reacted under reflux for 42 hours. The hot reaction mixture was filtered and the solvent removed in vacuo. The product thus formed was dissolved in sodium hydroxide (0.07 M; 250 ml) and stirred overnight. The solution was acidified by the addition of hydrogen chloride resulting in the formation of a white crystalline solid. The solid was recrystallized from water to produce the product, 2-(2'-carboxyethyl)-2,3-dihydrophthalazine-1,4-dione.

후처리

  1. customthe mixture was reacted
  2. temperatureunder reflux for 42 hours
  3. filtrationThe hot reaction mixture was filtered
  4. customthe solvent removed in vacuo
  5. customThe product thus formed
  6. customThe solid was recrystallized from water

출처 및 근거

ORD 기록
ord-062da18124974c3ebe7c6aafee82c926
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04861778

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