Water → HCID 13491589, compound

HRID 1285526Notes

Reaction equation

HRID 1285526 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1.[NH2:13][C:14]1[CH:15]=[C:16]([OH:20])[CH:17]=[CH:18][CH:19]=1.O>CO>[OH:20][C:16]1[CH:15]=[C:14]([NH:13][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=2)[CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 115683-AminophenolHCID 27950292-Chloro-6-methoxy-3-nitropyridine

Product 1

HCID 13491589HCID 13491589, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 188.6 g (1 mole) of 2-chloro-6-methoxy-3-nitropyridine and 262 g (2.4 mole) of m-aminophenol is heated in 500 ml of methanol gradually up to the reflux. After 2 hours of heating time, the mixture is cooled down, 1000 ml of water are stirred in, the crystals formed are filtered off by suction and are thoroughly washed with water. The compound is obtained in the form of orange colored crystals with a melting point of 156°-8° C. and in a yield of 97.7% of theory.

Workup

  1. temperatureAfter 2 hours of heating time
  2. temperaturethe mixture is cooled down
  3. customformed
  4. filtrationare filtered off by suction
  5. washare thoroughly washed with water
  6. customThe compound is obtained in the form of orange colored crystals with a melting point of 156°-8° C. and in a yield of 97.7% of theory

Sources & evidence

ORD record
ord-23551b27a8444cfa98e6e1c364dc647d
Source dataset
uspto-grants-1986_01
Patent number
US04567272

Reaction notes

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