Acetic Acid → HCID 136386277, compound

HRID 68720Notes

Reaction equation

HRID 68720 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([CH2:13][CH3:14])[C:3]=1[C:15]([NH2:17])=[O:16].N[C:19](N)=[O:20].CC(O)=O>[OH-].[Na+]>[CH2:13]([C:4]1[C:3]2[C:15](=[O:16])[NH:17][C:19](=[O:20])[NH:1][C:2]=2[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=1)[CH3:14]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1176UreaHCID 540196475-amino-3-ethyl-1-phenyl-1H-pyrazole-4-carboxamide

Product 1

HCID 136386277HCID 136386277, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
200 °C

Procedure

Into a 100-mL 3-necked round-bottom flask, was placed 5-amino-3-ethyl-1-phenyl-1H-pyrazole-4-carboxamide (1 g, 4.35 mmol, 1.00 equiv) at room temperature. To the resulting mixture was then added urea (1.75 g, 29.17 mmol, 6.70 equiv), in portions at room temperature. The resulting solution was stirred for 1 h at 200° C. The resulting mixture was then cooled to room temperature. The residue was dissolved in sodium hydroxide (250 mL). The pH value of the solution was adjusted to about 5 with AcOH (conc.). The solids were collected by filtration to yield 3-ethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione as a white solid. MS (m/z): 257 [MH+].

Workup

  1. customInto a 100-mL 3-necked round-bottom flask, was placed
  2. customat room temperature
  3. customat room temperature
  4. temperatureThe resulting mixture was then cooled to room temperature
  5. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-4e374c925c824bdca5f708ad3e529ec2
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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