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

HRID 1604935Notes

Reaction equation

HRID 1604935 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 milliliters of concentrated aqueous ammonia solution (S.G., 0.88) was heated at reflux for 1 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 1 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-3f33f8421092480893b8bdb56ab61ad1
Source dataset
uspto-grants-1976_04
Patent number
US03948913

Reaction notes

Loading…