Dimethylamine → HCID 21416646, compound

HRID 1604941Notes

Reaction equation

HRID 1604941 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH3:19])[N:9]=[C:10]([C:11]3[O:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=3)[C:3]=12.[CH3:20][NH:21][CH3:22]>C(OCC)(=O)C>[CH3:20][N:21]([CH3:22])[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH3:19])[N:9]=[C:10]([C:11]3[O:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=3)[C:3]=12

Participants

4

Reactant 2

HCID 674DimethylamineHCID 21416630HCID 21416630, compound

Product 1

HCID 21416646HCID 21416646, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 10.0 grams of 4-chloro-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine, 6.0 grams of dimethylamine and 600 milliliters of ethyl acetate was heated at reflux for 30 minutes, cooled and filtered. The filtrate was extracted with three 100 milliliters portions of water. The organic layer was dried over anhydrous magnesium sulphate and evaporated down to dryness. The crystalline product was collected, washed with ethanol and dried. Recrystallisation from ethyl acetate gave 4-dimethylamino-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine having melting point 161°C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 minutes
  3. temperaturecooled
  4. filtrationfiltered
  5. extractionThe filtrate was extracted with three 100 milliliters portions of water
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulphate
  7. customevaporated down to dryness
  8. customThe crystalline product was collected
  9. washwashed with ethanol
  10. customdried
  11. customRecrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-4f86023cef81422c9e32492e148bdb4f
Source dataset
uspto-grants-1976_04
Patent number
US03948913

Reaction notes

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