Tributyltin azide → HCID 178493979, 화합물

HRID 1458562노트

반응식

HRID 1458562 반응식
[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

참가 물질

4

반응물 2

HCID 4984872Tributyltin azideHCID 22097030HCID 22097030, 화합물

생성물 1

HCID 178493979HCID 178493979, 화합물수율 70.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-88e9a943bf4349b69984b75590d5ce76
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05852016

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