Water → HCID 15611934, compound

HRID 1199291Notes

Reaction equation

HRID 1199291 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:13]=2[C:14]([O:16]C)=[O:15])[N:4]=1.[OH-].[Na+].O>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:13]=2[C:14]([OH:16])=[O:15])[N:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 15611957HCID 15611957, compound

Product 1

HCID 15611934HCID 15611934, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension in ethanol (20 ml) of methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxy-4-nitrobenzoate (2.4 g), an equimolar amount of an aqueous sodium hydroxide solution (20 ml) was added, and the mixture was reacted at room temperature for 12 hours under stirring. The reaction mixture was poured into water, and extracted with ethyl ether, and non-reacted starting materials were removed. Then, the aqueous phase was acidified with a 10% hydrochloric acid aqueous solution. This was extracted with ethyl ether. The extract was washed with water and dried, and then the solvent was distilled off under reduced pressure to obtain 1.8 g of a yellow crystal. This crystal was further washed with a mixture of hexane and isopropyl ether to obtain the above identified compound as a yellow crystal (1.7 g). (Melting point: 93°-96° C.) EXAMPLE 8

Workup

  1. customthe mixture was reacted at room temperature for 12 hours
  2. extractionextracted with ethyl ether
  3. customwere removed
  4. extractionThis was extracted with ethyl ether
  5. washThe extract was washed with water
  6. customdried
  7. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a968d1eaed7f4dee8d7807e2aecb743e
Source dataset
uspto-grants-1990_02
Patent number
US04900352

Reaction notes

Loading…