Hydrochloric Acid → 5-Hydroxy-5-(1-phenyl-2-pyrrolyl)-2,4,6-(1H,3H,5H)pyrimidinetrione

HRID 580552

반응식

HRID 580552 반응식
[C:1]1([N:7]2[CH:11]=[CH:10][CH:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH:13]1[C:21](=[O:22])[C:19](=[O:20])[C:17](=[O:18])[NH:16][C:14]1=[O:15].Cl>C(O)C>[OH:20][C:19]1([C:8]2[N:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH:11]=[CH:10][CH:9]=2)[C:17](=[O:18])[NH:16][C:14](=[O:15])[NH:13][C:21]1=[O:22]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 124801-PhenylpyrroleHCID 167232,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate2회

생성물 1

HCID 132828945-Hydroxy-5-(1-phenyl-2-pyrrolyl)-2,4,6-(1H,3H,5H)pyrimidinetrione수율 80.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-Phenylpyrrole (1.4 g., 0.01 mole), alloxan hydrate (1.6 g., 0.01 mole) and 50 ml. of ethanol were combined and refluxed for 15 minutes. No reaction was noted by tlc. 1N Hydrochloric acid (10 ml., 0.01 mole) was added and the acidified mixture refluxed for 15 minutes. Incomplete reaction was noted by tlc. A second portion of alloxan hydrate (1.6 g., 0.01 mole) was added and the mixture refluxed another 15 minutes, cooled and evaporated to dryness. Trituration of the residue with water gave title product [2.3 g.; m/e 285; m.p. 232°-234° C. (dec); Rf 0.3 (1:1 ethyl acetate:hexane)].

후처리

  1. temperaturerefluxed for 15 minutes
  2. temperaturethe acidified mixture refluxed for 15 minutes
  3. customIncomplete reaction
  4. temperaturethe mixture refluxed another 15 minutes
  5. temperaturecooled
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-81d3663c0c9b4ed2bbd9d0b8550f011f
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04753956

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