Triethylamine → 6-benzensulfonylamino-1-benzyl-4-methylhexahydro-1H-1,4-diazepine

HRID 2051194Notes

Reaction equation

HRID 2051194 reaction equation
[C:1]1([S:7]([N:10]2[CH2:12][CH:11]2[CH2:13]Br)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:15]([NH:22][CH2:23][CH2:24][NH:25][CH3:26])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:1]1([S:7]([NH:10][CH:11]2[CH2:13][N:22]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:23][CH2:24][N:25]([CH3:26])[CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 243646Aziridine, 2-(bromomethyl)-1-(phenylsulfonyl)-HCID 10920861N~1~-Benzyl-N~2~-methylethane-1,2-diamine

Product 1

HCID 100670376-benzensulfonylamino-1-benzyl-4-methylhexahydro-1H-1,4-diazepineYield 22.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 1-benzenesulfonyl-2-bromomethylethylenimine (27.2 g), N-benzyl-N'-methylethylenediamine (16.2 g), triethylamine (19.9 g) and chloroform (350 ml) is refluxed with stirring for 5 hours. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel chromatography to give the title compound (7.9 g) as an oil.

Workup

  1. temperatureis refluxed
  2. customThe solvent is evaporated under reduced pressure
  3. customthe residue is purified by silica gel chromatography

Sources & evidence

ORD record
ord-b4eb85cb94c84a03a4c4690f5ff43a02
Source dataset
uspto-grants-1991_05
Patent number
US05017573

Reaction notes

Loading…