Sodium Hydroxide → HCID 13323150, compound

HRID 2198505Notes

Reaction equation

HRID 2198505 reaction equation
[CH3:1][N:2]([C:14]1[CH:26]=[CH:25][C:17]([O:18][CH:19]([CH3:24])[C:20]([O:22]C)=[O:21])=[CH:16][CH:15]=1)[C:3]1[CH:12]=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:13])[CH:9]=2)[N:4]=1.[OH-].[Na+]>C(O)C.O>[CH3:1][N:2]([C:14]1[CH:26]=[CH:25][C:17]([O:18][CH:19]([CH3:24])[C:20]([OH:22])=[O:21])=[CH:16][CH:15]=1)[C:3]1[CH:12]=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:13])[CH:9]=2)[N:4]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13323152HCID 13323152, compound

Product 1

HCID 13323150HCID 13323150, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

Methyl 2-{4-[N-methyl-N-(6-chloroquinoxalin-2-yl)amino]phenoxy}propionate (1.0 g; compound no 26, Example 8) was suspended in ethanol (5 ml) and a solution of sodium hydroxide (0.11 g) in water (5 ml) was added over a period of 45 minutes. Further ethanol (6 ml) was added and the mixture was stirred at room temperature for a period of 48 hours. The ethanol was removed by distillation under reduced pressure, the residue was dissolved in water and the aqueous solution was acidified to pH 4 by the addition of aqueous 2 M hydrochloric acid. The precipitate was collected by filtration and dried to give the title compound, mp 204° C.

Workup

  1. customThe ethanol was removed by distillation under reduced pressure
  2. dissolutionthe residue was dissolved in water
  3. additionthe aqueous solution was acidified to pH 4 by the addition of aqueous 2 M hydrochloric acid
  4. filtrationThe precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-e3ff7ed2735345a79392bd1c2d2b25b3
Source dataset
uspto-grants-1982_11
Patent number
US04358307

Reaction notes

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