Ammonia → 1-Methyl-3-(5-nitrofuran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 442105Notes

Reaction equation

HRID 442105 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].[NH3:22]>C(O)C>[NH2:22][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 222AmmoniaHCID 54229099HCID 54229099, compound

Product 1

HCID 214166481-Methyl-3-(5-nitrofuran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 20.0 grams of 4-cyano-5-ethoxymethyleneamino-1-methyl-3-(5-nitro-2-furyl)-pyrazole, 200 milliliters of ethanol and 100 millilitres of concentrated aqueous ammonia solution (S.G., 0.88) was heated at reflux for one hour and cooled. The crystalline solid precipitated was collected, washed with water and dried. Recrystallisation from dimethylformamide gave 4-amino-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine having decomposition point 305° C.

Workup

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

Sources & evidence

ORD record
ord-1e846fd0f6384654bed109fb2bffbc66
Source dataset
uspto-grants-1977_08
Patent number
US04044130

Reaction notes

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