Sodium Hydroxide → HCID 18626155, compound

HRID 1387526Notes

Reaction equation

HRID 1387526 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-1f06db396fe743e0ab7442fdf99df04a
Source dataset
uspto-grants-2001_07
Patent number
US06268387B1

Reaction notes

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