Semicarbazide hydrochloride → HCID 178510553、化合物

HRID 240325ノート

反応式

HRID 240325 の反応式
[Cl:1][C:2]1[CH:18]=[CH:17][C:16]2[C:7]3=[N:8][C:9]([C:14]#[N:15])=[C:10]([C:12]#[N:13])[N:11]=[C:6]3[C:5](=O)[C:4]=2[CH:3]=1.Cl.[NH2:21][NH:22][C:23]([NH2:25])=[O:24]>C(#N)C>[NH2:25][C:23]([NH:22][N:21]=[C:5]1[C:6]2[C:7](=[N:8][C:9]([C:14]#[N:15])=[C:10]([C:12]#[N:13])[N:11]=2)[C:16]2[CH:17]=[CH:18][C:2]([Cl:1])=[CH:3][C:4]1=2)=[O:24]

参加物

4

反応物 2

HCID 11236Semicarbazide hydrochlorideHCID 160657737-Chloro-9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile

生成物 1

HCID 178510553HCID 178510553、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 600 mg (2.25 mmol) 17g and 329 mg (2.92 mmol) semicarbazide hydrochloride in 20 ml acetonitrile was heated 14 h under reflux. After that time, TLC indicated complete conversion of the starting product. After evaporation of the solvent, the crude product was recrystallised from aqueous ethanol, and compound 43 was obtained in slightly greenish crystals (90%). 1H-NMR (d6-DMSO, 400 MHz): δ (ppm)=7.40 (sl, 1H); 7.70 (sl, 1H); 7.71 (d, J=8 Hz, 1H); 8.17 (d, J=8 Hz, 1H); 8.89 (s, 1H); 10.95 (s, 1H). ESI+MS: calcd for C14H6ClN7O: 323.70; found: 324 (MH+).

後処理

  1. temperaturewas heated 14 h
  2. temperatureunder reflux
  3. customAfter evaporation of the solvent
  4. customthe crude product was recrystallised from aqueous ethanol

出典と根拠

ORDレコード
ord-dcc7dd220a3f4b4b97eec03beb8417d4
出典データセット
uspto-grants-2014_02
特許番号
US08648076B2

反応ノート

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