Acetic Acid → HCID 135815263, compound

HRID 1977630Notes

Reaction equation

HRID 1977630 reaction equation
C(O)(=O)C.[CH3:5][N:6]1[C:14]2[C:13](=[O:15])[NH:12][C:11]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:26])[CH3:25])=[CH:19][CH:18]=3)=[N:10][C:9]=2[C:8]([CH2:27][CH2:28][CH3:29])=[N:7]1.S(=O)(=O)(O)O.[N+:35]([O-])([OH:37])=[O:36]>>[CH3:5][N:6]1[C:14]2[C:13](=[O:15])[NH:12][C:11]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:26])[CH3:25])=[C:19]([N+:35]([O-:37])=[O:36])[CH:18]=3)=[N:10][C:9]=2[C:8]([CH2:27][CH2:28][CH3:29])=[N:7]1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 135815269HCID 135815269, compound

Product 1

HCID 135815263HCID 135815263, compound

Procedure

Glacial acetic acid (1.93 ml, 0.0337 mol) was added to N-{4-[(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]-pyrimidin-5-yl)methyl]phenyl}acetamide (1.93 g, 0.0057 mol), followed by concentrated sulphuric acid (5.8 ml) and the mixture cooled in an ice-bath. Concentrated nitric acid (3.86 ml) was then added dropwise and once addition was complete, the reaction was stirred at room temperature for an hour.

Workup

  1. temperaturethe mixture cooled in an ice-bath
  2. additiononce addition

Sources & evidence

ORD record
ord-dcc8bc85e6264a27bf961e12e2b7e095
Source dataset
uspto-grants-2001_05
Patent number
US06235742B1

Reaction notes

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