Indole → 3,4-Dichloro-5-(1H-indol-3-yl)furan-2(5H)-one

HRID 544788노트

반응식

HRID 544788 반응식
[C:1]([OH:9])(=[O:8])/[C:2](=[C:4](\[CH:6]=O)/[Cl:5])/[Cl:3].[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11]1>C1C=CC=CC=1>[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH:6]2[O:9][C:1](=[O:8])[C:2]([Cl:3])=[C:4]2[Cl:5])=[CH:11]1

참가 물질

4

반응물 2

HCID 798IndoleHCID 2771871Mucochloric Acid

생성물 1

HCID 204427033,4-Dichloro-5-(1H-indol-3-yl)furan-2(5H)-one수율 16.5%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A stirred mixture of 20.3 g (0.12 mole) of mucochloric acid, 14.1 g (0.12 mole) of indole and 125 ml of benzene was heated for approximately twenty hours at reflux temperature. The reaction mixture was cooled to ambient temperature and a dark brown solid which had separated was collected by filtration. This solid was purified by two successive recrystallizations from benzene at approximately 60° C., with the aid of decolorizing charcoal. After the second recrystallization, the purified product was dried at 60° C. in vacuo to obtain 5.3 g of the known 5-(3-indolyl)-3,4-dichloro-2(5H)-furanone (Formula VI: R=R1 =Y=H), a pale green-colored solid, which first melted at 174° C., then turned black and finally decomposed at 182° C.

후처리

  1. temperaturewas heated for approximately twenty hours
  2. temperatureat reflux temperature
  3. customa dark brown solid which had separated
  4. filtrationwas collected by filtration
  5. customThis solid was purified by two successive recrystallizations from benzene at approximately 60° C., with the aid of decolorizing charcoal
  6. customAfter the second recrystallization
  7. customthe purified product was dried at 60° C. in vacuo

출처 및 근거

ORD 기록
ord-5e2ecb34c1254239ad5e5759548f56bb
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04451657

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