Sodium Hydroxide → HCID 18626155, compound

HRID 1859677Notes

Reaction equation

HRID 1859677 reaction equation
[C:1]1([NH:7][C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][C:17]=2[O:18][CH3:19])[C:11]([O:13]C)=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[C:1]1([NH:7][C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][C:17]=2[O:18][CH3:19])[C:11]([OH:13])=[O:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131722818HCID 131722818, compound

Product 1

HCID 18626155HCID 18626155, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-(phenylamino)-4-methoxybenzoic acid, methyl ester (0.4 g, 1.6 mmol), methanol (10 mL), and 4N sodium hydroxide (15 mL) was stirred and heated to reflux. After 2 hours, the methanol was removed by rotary evaporator and the residual aqueous suspension stirred and acidified with 4N HCl. The precipitate was filtered off, rinsed with water, and dried to afford the product (0.35 g); m.p. 198-200° C.

Workup

  1. temperatureheated to reflux
  2. customthe methanol was removed by rotary evaporator
  3. stirringthe residual aqueous suspension stirred
  4. filtrationThe precipitate was filtered off
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-4049ee22cb3d416a8ed2eb1635ee6b23
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

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