Triphosgene → 4-isocyanato-1H-indole

HRID 585947

반응식

HRID 585947 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl>C1(C)C=CC=CC=1>[N:1]([C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2)=[C:12]=[O:14]

참가 물질

4

반응물 2

HCID 94429TriphosgeneHCID 5834314-Aminoindole

생성물 1

HCID 220326444-isocyanato-1H-indole수율 187.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

4-Aminoindole (0.5 g, 3.78 mmol) in toluene (50 mL) was treated with triphosgene (0.4 g, 1.35 mmol) and heated at reflux for 5 hours. The reaction mixture was allowed to cool to room temperature and concentrated under reduced pressure. The residue was taken up in diethyl ether, filtered, and the filtrate was concentrated under reduced pressure to provide title compound as yellow oil (0.4 g). 1H NMR (300 MHz, CDCl3-d6) δ 6.62 (m, 1H), 6.84 (d, 1H), 7.1 (t, 1H), 7.23 (m, 2H), 8.3 (s, 1H).

후처리

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. concentrationconcentrated under reduced pressure
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ad8e1ecd286442d1b05e675857e1eecb
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06933311B2

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