Dimethylamine → (4-Benzenesulphonyl-6-bromopyridin-2-yl)-dimethylamine

HRID 1603551Notes

Reaction equation

HRID 1603551 reaction equation
[C:1]1([S:7]([C:10]2[CH:15]=[C:14]([Br:16])[N:13]=[C:12](Br)[CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][NH:19][CH3:20]>C(O)C.O1CCOCC1>[C:1]1([S:7]([C:10]2[CH:15]=[C:14]([Br:16])[N:13]=[C:12]([N:19]([CH3:20])[CH3:18])[CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 541123304-Benzenesulphonyl-2,6-dibromopyridine

Product 1

HCID 15410399(4-Benzenesulphonyl-6-bromopyridin-2-yl)-dimethylamineYield 88%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

0.113 g (0.0003 mol) of 4-benzenesulphonyl-2,6-dibromopyridine and 0.54 ml of 5.6 M dimethylamine in ethanol were stirred at room temperature in a mixture of 3 ml of ethanol and 3 ml of dioxan for 5 hrs. After removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane 1:10. There was obtained 0.09 g (88%) of (4-benzenesulphonyl-6-bromopyridin-2-yl) -dimethylamine as white crystals; m.p. 128-130° C.

Workup

  1. customAfter removal of the solvent the residue
  2. customwas chromatographed on silica gel with ethyl acetate/hexane 1:10

Sources & evidence

ORD record
ord-a0465c45a9cb4dc3b11fa7db7f2fbfb3
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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