Sodium Methoxide → HCID 68141029, compound

HRID 267740Notes

Reaction equation

HRID 267740 reaction equation
[Cl-].[NH2:2][C:3]1[CH:8]=[C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:6]([C:14]#[N:15])=[C:5]([Cl:16])[N+:4]=1[CH2:17][CH2:18][CH2:19][CH3:20].[CH3:21][O-:22].[Na+]>CN(C)C=O>[Cl-:16].[NH2:2][C:3]1[CH:8]=[C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:6]([C:14]#[N:15])=[C:5]([O:22][CH3:21])[N+:4]=1[CH2:17][CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 12296738HCID 12296738, compound

Product 1

HCID 68141029HCID 68141029, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.2 gms (.01 mole) of 2-amino-1-n-butyl-4-n-butylamino-6-chloro-5-cyano-pyridinium chloride (compound 6 - Table 1) was dissolved in dry dimethylformamide, 0.06 gms (0.01 mole) of sodium methoxide added, and the mixture refluxed for 60 minutes, filtered and solvent evaporated off. The solid was recrystallised from acetone to give 1.0 gm (30% yield) of 2-amino-1-n-butyl-4-n-butylamino-5-cyano-6-methoxy pyridinium chloride (MPt 187° - 189°C.)

Workup

  1. temperaturethe mixture refluxed for 60 minutes
  2. filtrationfiltered
  3. customsolvent evaporated off
  4. customThe solid was recrystallised from acetone

Sources & evidence

ORD record
ord-c1847b612bfb44308727bff7c6080cfb
Source dataset
uspto-grants-1976_03
Patent number
US03944557

Reaction notes

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