Alloxan → 1,2,3,4-Tetrahydrobenzopteridine-2,4-dione

HRID 2413320노트

반응식

HRID 2413320 반응식
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[NH:9]1[C:17](=O)[C:15](=O)[C:13](=[O:14])[NH:12][C:10]1=[O:11]>O>[CH:4]1[CH:5]=[CH:6][C:1]2[C:2](=[N:7][C:15]3[C:13](=[O:14])[NH:12][C:10](=[O:11])[NH:9][C:17]=3[N:8]=2)[CH:3]=1

참가 물질

4

반응물 2

HCID 5781AlloxanHCID 7243O-Phenylenediamine

생성물 1

HCID 53727201,2,3,4-Tetrahydrobenzopteridine-2,4-dione

시약·촉매·용매 1

HCID 962Water용매

실험 절차

There was charged 800 ml of water into an Erlenmeyer flask, then 3.5 g (30 mmoles) of o-phenylenediamine and 5.0 g (30 mmoles) of alloxan were added thereto, and the mixture was stirred at room temperature in a nitrogen atmosphere for about 5 hours. The obtained reaction mixture was cooled with ice for 3 hours, then the formed yellow precipitate was filtered off, and washed in ethanol and ether (50 ml, twice). This precipitate was recrystallized from an aqueous dimethylformamide solution to give pale yellow powdery crystals. Yield: 7.5 g (90%). M.p. 300° C. or higher. IR spectrum: Found values (cm-1): 1730, 1705 (C=O stretching), 1572 (Broad peak) --C=N (amide II band). Literature values (cm-1): 1727, 1700, 1574.

후처리

  1. customThe obtained reaction mixture
  2. temperaturewas cooled with ice for 3 hours
  3. filtrationthe formed yellow precipitate was filtered off
  4. washwashed in ethanol
  5. customThis precipitate was recrystallized from an aqueous dimethylformamide solution
  6. customto give pale yellow powdery crystals

출처 및 근거

ORD 기록
ord-97d95692c4944e929ff023ee775a4fa8
출처 데이터셋
uspto-grants-1985_01
특허 번호
US04496646

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