Sodium Methoxide → HCID 19851159, compound

HRID 1606863Notes

Reaction equation

HRID 1606863 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[C:4]([NH:9][CH2:10][CH2:11][OH:12])[C:3]=1[N+:13]([O-:15])=[O:14].[CH3:16][O-:17].[Na+]>CO>[NH2:1][C:2]1[CH:7]=[C:6]([O:17][CH3:16])[CH:5]=[C:4]([NH:9][CH2:10][CH2:11][OH:12])[C:3]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 19851165HCID 19851165, compound

Product 1

HCID 19851159HCID 19851159, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.172 mole (40 g) of 2-amino-6-(β-hydroxyethyl)amino-4-chloronitrobenzene in 160 ml of a 30% solution of sodium methylate in methanol was heated for 21/2 hours over a boiling water bath. The desired product precipitated out after dilution with 350 ml of ice water. After recrystallizing from boiling isopropanol to eliminate an insoluble impurity, the desired product melted at 148° C.

Workup

  1. customThe desired product precipitated out after dilution with 350 ml of ice water
  2. customAfter recrystallizing

Sources & evidence

ORD record
ord-a9f4c6756bb242529dbe9f7928769561
Source dataset
uspto-grants-1989_09
Patent number
US04863482

Reaction notes

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