Methylamine → HCID 21416643, compound

HRID 1604943Notes

Reaction equation

HRID 1604943 reaction equation
[CH3:1][N:2]1[C:6]2=[N:7][C:8](S)=[N:9][C:10](C)=[C:5]2[C:4]([C:13]2[O:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=2)=[N:3]1.[CH3:21][NH2:22]>C(O)C.C(OCC)(=O)C>[CH3:21][NH:22][C:10]1[N:9]=[CH:8][N:7]=[C:6]2[N:2]([CH3:1])[N:3]=[C:4]([C:13]3[O:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)[C:5]=12

Participants

5

Reactant 2

HCID 6329MethylamineHCID 178433546HCID 178433546, compound

Product 1

HCID 21416643HCID 21416643, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3.0 grams of 1-methyl-4-methyl-mercapto-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine, 50 milliliters of a 33 % solution of methylamine in ethanol and 20 milliliters of ethyl acetate was heated at reflux for 1 hour and cooled. The crystalline product formed was collected, washed with ethanol and dried. Recrystallisation from ethyl acetate gave 4-methylamino-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine having melting point 280°C. identical to the product obtained in Example 13.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour
  3. temperaturecooled
  4. customThe crystalline product formed
  5. customwas collected
  6. washwashed with ethanol
  7. customdried
  8. customRecrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-bedbb3079fa448edac92e94b2293a20d
Source dataset
uspto-grants-1976_04
Patent number
US03948913

Reaction notes

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