Cyanuric chloride → 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile

HRID 1178613ノート

反応式

HRID 1178613 の反応式
[Cl:1][C:2]1[C:7]([C:8]([NH2:10])=O)=[CH:6][N:5]=[C:4]2[S:11][CH:12]=[CH:13][C:3]=12.N1C(Cl)=NC(Cl)=NC=1Cl>CN(C)C=O>[Cl:1][C:2]1[C:7]([C:8]#[N:10])=[CH:6][N:5]=[C:4]2[S:11][CH:12]=[CH:13][C:3]=12

参加物

4

反応物 2

HCID 7954Cyanuric chlorideHCID 111485614-Chlorothieno[2,3-B]pyridine-5-carboxamide

生成物 1

HCID 114129074-Chlorothieno[2,3-b]pyridine-5-carbonitrile収率 63.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-chlorothieno[2,3-b]pyridine-5-carboxamide (145 mg, 0.68 mmol) and cyanuric chloride (200 mg, 1.08 mmol) in 5 mL of N,N-dimethylformamide is stirred at room temperature for 30 minutes. Ice is added to the reaction mixture and the resultant solids are collected by filtration washing with water to provide 84 mg of 4-chlorothieno[2,3-b]pyridine-5-carbonitrile as a white solid, mp 100–103° C.; 1H NMR (DMSO-d6) δ 7.66 (d, J=6 Hz, 1H), 8.26 (d, J=6 Hz, 1H), 9.03 (s, 1H); MS 195.0 (M+H)+.

後処理

  1. additionIce is added to the reaction mixture
  2. filtrationthe resultant solids are collected by filtration
  3. washwashing with water

出典と根拠

ORDレコード
ord-68cbe3a5969d4df98e87fabf9a0fb916
出典データセット
uspto-grants-2007_10
特許番号
US07276519B2

反応ノート

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