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

HRID 1388523

반응식

HRID 1388523 반응식
O.[NH:2]1[C:10](=[O:11])[C:8](=[O:9])[C:6](=[O:7])[NH:5][C:3]1=[O:4].[Br:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[CH:16]2.Cl>C(O)C>[OH:9][C:8]1([C:16]2[C:15]3[C:19](=[CH:20][CH:21]=[C:13]([Br:12])[CH:14]=3)[NH:18][CH:17]=2)[C:6](=[O:7])[NH:5][C:3](=[O:4])[NH:2][C:10]1=[O:11]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 167232,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrateHCID 249055-Bromoindole

생성물 1

HCID 132828955-Hydroxy-5-(5-bromo-3-indolyl)-2,4,6-(1H,3H,5H)pyrimidinetrione수율 93.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Alloxan hydrate (1.6 g., 0.01 mole) was dissolved in 40 ml. of ethanol by heating. 5-Bromoindole (1.96 g., 0.01 mole) was added and heating near reflux continued for 15 minutes. Tlc did not indicate that reaction had occured. 1N Hydrochloric acid (10 ml.) was then added while maintaining the reaction near reflux. After 10 minutes, the reaction was concentrated to wet solids. Trituration of these wet solids with water gave the title product [3.17 g., m.p. >250° C.; Rf 0.45 (1:1 ethyl acetate:hexane/5% acetic acid); Rf 0.3 (1:5 ethyl acetate:hexane/5% acetic acid)].

후처리

  1. temperatureheating
  2. temperaturenear reflux
  3. customTlc did not indicate that reaction
  4. temperaturewhile maintaining
  5. customthe reaction
  6. temperaturenear reflux
  7. waitAfter 10 minutes
  8. concentrationthe reaction was concentrated to wet solids

출처 및 근거

ORD 기록
ord-59b90ff20749485db5d0cc51400b1c36
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431810

연결된 노트

불러오는 중…