Methylamine → HCID 19605444, compound

HRID 1603602Notes

Reaction equation

HRID 1603602 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([S:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[N:3]=1.[CH3:23]N>O1CCOCC1.C(O)C>[Br:1][C:2]1[CH:7]=[C:6]([NH:8][CH3:23])[CH:5]=[C:4]([S:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[N:3]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 19605527HCID 19605527, compound

Product 1

HCID 19605444HCID 19605444, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

0.10 g (0.00026 mol) of 2-bromo-4-nitro-6-(4-nitrobenzenesulphonyl)-pyridine was dissolved in 3.2 ml of dioxane and treated with 3.2 ml of 8M methylamine in ethanol. The mixture was stirred at room temperature for 3 hrs., the solvents were removed and the residue was chromatographed on silica gel with ethyl acetate/hexane 1:4. There was obtained 0.065 g (68%) of [2-bromo-6-(4-nitrobenzenesulphonyl)-pyridin-4-yl]-methylamine as pale yellow crystals; m.p.: 191-192° C.

Workup

  1. custom, the solvents were removed
  2. customthe residue was chromatographed on silica gel with ethyl acetate/hexane 1:4

Sources & evidence

ORD record
ord-c7e3537482c04893aa6886e3c752ccb6
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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