Sodium Hydroxide → 8-(2-Methoxy-4-methylmercapto-phenyl)-purin-2,6-dione

HRID 3862Notes

Reaction equation

HRID 3862 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:22])[NH:5][C:6](=[O:21])[C:7]=1[NH:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][C:11]=1[O:18][CH3:19].[OH-].[Na+]>C(O)C>[CH3:19][O:18][C:11]1[CH:12]=[C:13]([S:16][CH3:17])[CH:14]=[CH:15][C:10]=1[C:9]1[N:8]=[C:7]2[C:2](=[N:3][C:4](=[O:22])[NH:5][C:6]2=[O:21])[N:1]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 135324034-Amino-5-(2-methoxy-4-methylmercapto-benzoylamino)-pyrimidin-2,6-dione

Product 1

HCID 201533098-(2-Methoxy-4-methylmercapto-phenyl)-purin-2,6-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Two grams of 4-amino-5-(2-methoxy-4-methylmercapto-benzoylamino)-pyrimidin-2,6-dione are refluxed for 21 hours with 50 ml of ethanol and 50 ml of 2N sodium hydroxide solution. After about 15 minutes, a solution is formed. After cooling, the solution is suction filtered with glacial acetic acid, washed with water, and dried at 70° C. in a circulating air drier. The crude product thus obtained is purified by chromatography on silica gel [eluant: methylene chloride/ethanol (19:1, 9:1, 4:1 and ethanol)].

Workup

  1. customa solution is formed
  2. temperatureAfter cooling
  3. filtrationfiltered with glacial acetic acid
  4. washwashed with water
  5. customdried at 70° C. in a circulating air drier

Sources & evidence

ORD record
ord-88ccc828c8c445c7842b8cfe8e1ea814
Source dataset
uspto-grants-1988_02
Patent number
US04722929

Reaction notes

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