Sodium hydride → HCID 136147006, compound

HRID 1165782Notes

Reaction equation

HRID 1165782 reaction equation
[NH2:1][C:2]1[N:3]([CH2:20][CH2:21][CH2:22]Cl)[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][CH2:17][CH2:18][CH3:19].[H-].[Na+]>CN(C=O)C>[CH2:16]([N:6]1[C:5]2=[N:4][N:3]3[CH2:20][CH2:21][CH2:22][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])[CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 57142191HCID 57142191, compound

Product 1

HCID 136147006HCID 136147006, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 3-amino-7-butyl-2-(3-chloropropyl)-5-propyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione(2.1 g) in DMF(30 ml) was added sodium hydride(60% oil, 0.7 g) in portions under ice-cooling. The mixture was stirred at room temperature for further 5 hours. The reaction mixture was concentrated to dryness and the concentrate was added to ice-water. The mixture was stirred for a while, whereupon crystals precipitated out. The crystals were collected by filtration and recrystallized from aqueous alcohol to afford colorless crystals(0.6 g, 32%), m.p. 147°-150° C.

Workup

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated to dryness
  3. additionthe concentrate was added to ice-water
  4. stirringThe mixture was stirred for a while, whereupon crystals
  5. customprecipitated out
  6. filtrationThe crystals were collected by filtration
  7. customrecrystallized from aqueous alcohol

Sources & evidence

ORD record
ord-b031cf83ec7b494eb121cc01c82a6905
Source dataset
uspto-grants-1990_03
Patent number
US04912104

Reaction notes

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