Dimethyl Sulfate → HCID 22330144, compound

HRID 479996Notes

Reaction equation

HRID 479996 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-cb67ef735762480a924dcfc9120457d3
Source dataset
uspto-grants-2003_11
Patent number
US06649609B2

Reaction notes

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