Hydrochloric Acid → HCID 22125743, compound

HRID 1858045Notes

Reaction equation

HRID 1858045 reaction equation
N1C=CC=CC=1.Cl.[N+:8]([C:11]1[C:16]([OH:17])=[C:15]([O:18]C)[CH:14]=[C:13]([N+:20]([O-:22])=[O:21])[C:12]=1[CH2:23][CH2:24][C:25]([OH:27])=[O:26])([O-:10])=[O:9]>O>[OH:17][C:16]1[C:11]([N+:8]([O-:10])=[O:9])=[C:12]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])[C:13]([N+:20]([O-:22])=[O:21])=[CH:14][C:15]=1[OH:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 22125751HCID 22125751, compound

Product 1

HCID 22125743HCID 22125743, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

Pyridine (16 ml) and concentrated hydrochloride acid (16.6 ml) were heated at 150° C. until the evaporation of water was ceased. 3-(2,6-Dinitro-3-hydroxy-4-methoxyphenyl)propanoic acid (2.3 g) was added and the resulting mixture heated at reflux for two minutes. The product mixture was cooled to about 150° C. and poured to ice water. The mixture was extracted with ethyl acetate and the product finally recrystallized from acetic acid. Yield: 0.93 g, melting point 165-166° C. NMR-data identical to that of example 11.

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux for two minutes
  3. extractionThe mixture was extracted with ethyl acetate
  4. customthe product finally recrystallized from acetic acid

Sources & evidence

ORD record
ord-0efef2f26f434111a579d9790993aa4d
Source dataset
uspto-grants-2000_11
Patent number
US06150412

Reaction notes

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