Dimethyl Sulfate → HCID 22330144, compound

HRID 586401Notes

Reaction equation

HRID 586401 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:16][O:17][S:18]([O:21]C)(=[O:20])=[O:19]>C(OCC)C>[CH3:16][O:17][S:18]([O-:21])(=[O:20])=[O:19].[CH3:16][N+:13]1[CH:14]=[CH:15][C:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 4595574-(3-nitrophenyl)pyridine

Product 1

HCID 22330144HCID 22330144, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-(3-nitrophenyl)pyridine (4.0 g; 20 mmol) and dimethylsulphate (10 ml) was heated to 100° C. for five days. The cooled mixture wad diluted with diethyl ether (50 ml) and stirred thoroughly. The mixture was decanted and the oily bottom layer was washed additionally three times with diethyl ether and once with ethanol to leave the crystalline product (2.9 g; 47%).

Workup

  1. customThe mixture was decanted
  2. washthe oily bottom layer was washed additionally three times with diethyl ether
  3. customonce with ethanol to leave the crystalline product (2.9 g; 47%)

Sources & evidence

ORD record
ord-8be0bda6c7994bca84f65973eb0ccb4f
Source dataset
uspto-grants-2005_08
Patent number
US06936613B2

Reaction notes

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