Tributyltin azide → HCID 178493979、化合物

HRID 1458562ノート

反応式

HRID 1458562 の反応式
[Cl:1][C:2]1[C:3]([N:17]([CH2:22][C:23]#[N:24])[S:18]([CH3:21])(=[O:20])=[O:19])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([O:15][CH3:16])=[N:5]2.C([Sn]([N:38]=[N+:39]=[N-:40])(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:3]([N:17]([CH2:22][C:23]2[NH:40][N:39]=[N:38][N:24]=2)[S:18]([CH3:21])(=[O:20])=[O:19])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([O:15][CH3:16])=[N:5]2

参加物

4

反応物 2

HCID 4984872Tributyltin azideHCID 22097030HCID 22097030、化合物

生成物 1

HCID 178493979HCID 178493979、化合物収率 70.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(cyanomethyl)methanesulphonamide (100 mg, 0.256 mmol) and tributyltin azide (170 mg, 0.512 mmol) (Synthesis, 1976, 329) in toluene (10 ml) was heated at reflux for 18 hours. After cooling the mixture was concentrated under reduced pressure and the residue purified by flash chromatography (gradient elution from dichloromethane to 90:10:1 dichloromethane: methanol:ammonia) to give N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(5-tetrazolylmethyl) methanesulphonamide as an off-white solid (78 mg, 70%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. temperatureAfter cooling the mixture
  4. concentrationwas concentrated under reduced pressure
  5. customthe residue purified by flash chromatography (gradient elution from dichloromethane to 90:10:1 dichloromethane: methanol:ammonia)

出典と根拠

ORDレコード
ord-88e9a943bf4349b69984b75590d5ce76
出典データセット
uspto-grants-1998_12
特許番号
US05852016

反応ノート

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