2-Aminophenol → HCID 13491587, compound

HRID 1285523Notes

Reaction equation

HRID 1285523 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:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20]>CO>[OH:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[NH:13][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1

Participants

4

Reactant 2

HCID 58012-AminophenolHCID 27950292-Chloro-6-methoxy-3-nitropyridine

Product 1

HCID 13491587HCID 13491587, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 188.6 (1 mole) of 2-chloro-6-methoxy-3-nitropyridine and 262 g (2.4 mole) of o-aminophenol is heated in 500 ml of methanol gradually up to reflux. After heating for a period of 2 hours, the mixture is filtered off hot by suction; the suction cake is washed with enough methanol until the filtrate runs off practically colorless and is dried. Bright red crystals with a melting point of 206°-7° C. are obtained in a yield of 94.6% of theory.

Workup

  1. temperatureto reflux
  2. temperatureAfter heating for a period of 2 hours
  3. filtrationthe mixture is filtered off hot by suction
  4. washthe suction cake is washed with enough methanol until the filtrate
  5. customis dried
  6. customBright red crystals with a melting point of 206°-7° C. are obtained in a yield of 94.6% of theory

Sources & evidence

ORD record
ord-920a532d99fe4c688178ba002a1df386
Source dataset
uspto-grants-1986_01
Patent number
US04567272

Reaction notes

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