N,N-Dimethylethylenediamine → HCID 19605472, compound

HRID 1603589Notes

Reaction equation

HRID 1603589 reaction equation
Br[C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([Br:18])[N:3]=1.[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22][NH2:23]>O1CCOCC1>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([C:6]2[CH:5]=[C:4]([Br:18])[N:3]=[C:2]([NH:23][CH2:22][CH2:21][N:20]([CH3:24])[CH3:19])[CH:7]=2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 110146744-(2,6-dibromopyridin-4-yl)sulfonylaniline

Product 1

HCID 19605472HCID 19605472, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.098 g (0.00025 mol) of 4-(2,6-dibromopyridine-4-sulphonyl)-phenylamine was dissolved in 3 ml of dioxane and treated with 0.27 ml of 2dimethylaminoethylamine. The mixture was stirred at 60° C. for 48 hrs., the solvent was removed and the residue was chromatographed on silica gel with 2% methanol in dichloromethane. There was obtained 0.084 g (84%) of N-[4-(4-aminobenzenesulphonyl)-6-bromopyridin-2-yl]-N',N'-dimethylethane-1,2-diamine as a light yellow, amorphous solid. MS (ISP): me/e =401, 399 (C15H20BrN4O2S+).

Workup

  1. custom, the solvent was removed
  2. customthe residue was chromatographed on silica gel with 2% methanol in dichloromethane

Sources & evidence

ORD record
ord-dfeee530eff34d60ac68889783a261ae
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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