p-Toluenesulfonic acid → HCID 178456478, compound

HRID 1086835Notes

Reaction equation

HRID 1086835 reaction equation
[NH2:1][C:2]1[N:3]([CH2:23][C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=2)=O)[N:4]=[C:5]2[C:10]=1[C:9](=[O:11])[N:8]([CH2:12][CH2:13][CH3:14])[C:7](=[O:15])[N:6]2[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:16]([N:6]1[C:5]2=[N:4][N:3]3[CH:23]=[C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=4)[NH:1][C:2]3=[C:10]2[C:9](=[O:11])[N:8]([CH2:12][CH2:13][CH3:14])[C:7]1=[O:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 14986869HCID 14986869, compound

Product 1

HCID 178456478HCID 178456478, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-Amino-7-benzyl-2-(3-methoxyphenacyl)-5-propyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (1.16 g) and p-toluenesulfonic acid (0.1 g) were dissolved in toluene (50 ml) and the solution was refluxed for 3 hours. The reaction solution was concentrated and to the concentrate was added methanol. Precipitating crystals were collected by filtration to obtain pale yellow crystals (0.83 g, 75%), m.p. 249°-250° C.

Workup

  1. temperaturethe solution was refluxed for 3 hours
  2. concentrationThe reaction solution was concentrated and to the concentrate
  3. additionwas added methanol
  4. customPrecipitating crystals
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-db5fff2bbfc64e278b071c678ff87fa9
Source dataset
uspto-grants-1991_07
Patent number
US05032594

Reaction notes

Loading…