Hydrochloric Acid → HCID 178515265, compound

HRID 1697893Notes

Reaction equation

HRID 1697893 reaction equation
N[C:2]1[N:3]=[C:4]([OH:19])[C:5]2[CH2:10][N:9]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8](=[O:18])[C:6]=2[N:7]=1.O.Cl.N([O-])=[O:23].[Na+]>>[CH2:11]([N:9]1[CH2:10][C:5]2[C:4]([OH:19])=[N:3][C:2]([OH:23])=[N:7][C:6]=2[C:8]1=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 23668193Sodium NitriteHCID 178508883HCID 178508883, compound

Product 1

HCID 178515265HCID 178515265, compound

Conditions

Temperature
100 °C

Procedure

2-amino-6-benzyl-4-hydroxy-5H-pyrrolo[3,4-d]pyrimidin-7(6H)-one (8.721 g, 0.03403 mol) and water (510.7 mL, 28.35 mol) were mixed and the mixture was heated at 100° C. Conc. HCl was added slowly until the sample dissolved. The mixture was cooled at 90° C. then sodium nitrite (7.044 g, 0.1021 mol) in water (68.05 mL, 3.778 mol) was added dropwise. The reaction mixture was stirred at 90° C. for 1 hour then vacuum filtered hot to provide the product cv (3.187 g, 36%).

Workup

  1. dissolutiondissolved
  2. temperatureThe mixture was cooled at 90° C.
  3. filtrationvacuum filtered hot
  4. customto provide the product cv (3.187 g, 36%)

Sources & evidence

ORD record
ord-af82d0e6b4aa47859dfee8f3ff4a6e5b
Source dataset
uspto-grants-2012_04
Patent number
US08163763B2

Reaction notes

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