Sodium Hydroxide → HCID 18375083, compound

HRID 871884Notes

Reaction equation

HRID 871884 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]([C:16]([O:18]CC)=[O:17])=[CH:5][N:4]=1.[OH-].[Na+]>C(O)C>[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]([C:16]([OH:18])=[O:17])=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 295672Ethyl 2-(methylthio)-4-(phenylamino)pyrimidine-5-carboxylate

Product 1

HCID 18375083HCID 18375083, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture containing 3.98 g (13.75 mmol) of the product prepared in step 20.1, 34.4 mL (34.4 mmol) of 1N NaOH and 35 mL of ethanol is stirred at room temperature overnight. The ethanol is evaporated off under reduced pressure and the residue is diluted in 100 mL of water. 65 mL of aqueous 1N HCl solution are added and the precipitate formed is drained by suction. The solid is rinsed with water and dried under vacuum. 2.88 g of the expected product are obtained in the form of a beige-coloured solid. Yield=92%.

Workup

  1. customThe ethanol is evaporated off under reduced pressure
  2. additionthe residue is diluted in 100 mL of water
  3. addition65 mL of aqueous 1N HCl solution are added
  4. customthe precipitate formed
  5. washThe solid is rinsed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-f25b2c323f2349d6b2a339da72d7499a
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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