Triphosgene → 4-isocyanato-1H-indole

HRID 585947

反応式

HRID 585947 の反応式
[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]

参加物

4

反応物 2

HCID 94429TriphosgeneHCID 5834314-Aminoindole

生成物 1

HCID 220326444-isocyanato-1H-indole収率 187.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-ad8e1ecd286442d1b05e675857e1eecb
出典データセット
uspto-grants-2005_08
特許番号
US06933311B2

関連ノート

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