Dimethylamine → HCID 19605457, compound

HRID 1603559Notes

Reaction equation

HRID 1603559 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][NH:20][CH3:21]>O1CCOCC1.C(O)C>[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]([N:20]([CH3:21])[CH3:19])[CH:7]=2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 110146744-(2,6-dibromopyridin-4-yl)sulfonylaniline

Product 1

HCID 19605457HCID 19605457, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

0.07 g (0.000179 mol) of 4-(2,6-dibromopyridine-4-sulphonyl)-phenylamine was dissolved in 1.5 ml of dioxane and treated with 3.0 ml of 5.6M dimethylamine in ethanol. The mixture was stirred at room temperature for 2 hrs., the solvents were removed and the residue was chromatographed on silica gel with ethyl acetate/hexane 1:1 and 1:3. There was obtained 0.04 g (63%) of [4-(4-aminobenzenesulphonyl)-6-bromopyridin-2-yl]-dimethylamine as yellowish crystals; m.p.: 170-172° C. (dec.).

Workup

  1. custom, the solvents were removed
  2. customthe residue was chromatographed on silica gel with ethyl acetate/hexane 1:1 and 1:3

Sources & evidence

ORD record
ord-b369bb905874474d83b2032b4a8cf706
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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