Ethanol → HCID 178424576, compound

HRID 2052293Notes

Reaction equation

HRID 2052293 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([CH:9]=O)=O)[CH:2]=1.C(O)C.S(O)(O)(=O)=O.[OH:20][C:21]1[N:26]=[CH:25][N:24]=[C:23]([NH2:27])[C:22]=1[NH2:28].C([O-])(=O)C.[Na+]>O>[OH:20][C:21]1[C:22]2[C:23](=[N:27][C:7]([C:3]3[CH:2]=[C:1]([CH3:11])[CH:6]=[CH:5][CH:4]=3)=[CH:9][N:28]=2)[N:24]=[CH:25][N:26]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 517045Sodium AcetateHCID 1426627973318-83-9HCID 178508815HCID 178508815, compound

Product 1

HCID 178424576HCID 178424576, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.6 g. of 3-tolylglyoxal in 15 ml. of ethanol was added to a stirred suspension of 3.26 g. of 6-hydroxy-4,5-diaminopyrimidine sulfate in 30 ml. of hot water containing 6.45 g. of sodium acetate. Stirring was continued for 17 hours at room temperature and the formed precipitate was then filtered, washed twice each with methanol and ether to yield 2.7 (28%) of 4-hydroxy-7-(3-tolyl)pteridine. Recrystallization from DMSO/water produced the pure product; melting point 248-50 degrees C. The test results (100 mg/kg; oral) are shown in Table VI.

Workup

  1. filtrationthe formed precipitate was then filtered
  2. washwashed twice each with methanol and ether

Sources & evidence

ORD record
ord-e839f887ca4a4b9e8558dfb2732cd15c
Source dataset
uspto-grants-1980_01
Patent number
US04183934

Reaction notes

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