Methylamine → HCID 21416643, compound

HRID 1604942Notes

Reaction equation

HRID 1604942 reaction equation
[C:1]([C:3]1[C:4]([C:14]2[O:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=2)=[N:5][N:6]([CH3:13])[C:7]=1[N:8]=[CH:9]OCC)#[N:2].[CH3:22][NH2:23]>C(O)C>[CH3:22][NH:23][C:1]1[N:2]=[CH:9][N:8]=[C:7]2[N:6]([CH3:13])[N:5]=[C:4]([C:14]3[O:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=3)[C:3]=12

Participants

4

Reactant 2

HCID 6329MethylamineHCID 54229099HCID 54229099, compound

Product 1

HCID 21416643HCID 21416643, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10.0 grams of 4-cyano-5-ethoxymethyleneamino-1-methyl-3-(5-nitro-2-furyl)-pyrazole, and 100 milliliters of a 33 % solution of methylamine in ethanol was heated at reflux for 30 minutes and cooled. The crystalline solid precipitated was collected, washed with ether and dried. Recrystallisation from dimethylformamide gave 4-methylamino-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine, having melting point 280°C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 minutes
  3. temperaturecooled
  4. customThe crystalline solid precipitated
  5. customwas collected
  6. washwashed with ether
  7. customdried
  8. customRecrystallisation from dimethylformamide

Sources & evidence

ORD record
ord-506bdcd20169462f97714a5bb25dd42d
Source dataset
uspto-grants-1976_04
Patent number
US03948913

Reaction notes

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