Ammonia → HCID 10656170, compound

HRID 249755Notes

Reaction equation

HRID 249755 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:6](=[O:13])[NH:5][C:4](=[O:14])[C:3]=1[N:15]=O.N.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:15][C:3]1[C:4](=[O:14])[NH:5][C:6](=[O:13])[N:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24489Sodium DithioniteHCID 10537219HCID 10537219, compound

Product 1

HCID 10656170HCID 10656170, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 6-amino-5-nitroso-1-pentylpyrimidine-2,4(1H,3H)-dione (1.9 g, 8.3 mmol) and a solution of ammonia in water (20 M, 20 mL) at 70° C. was added sodium dithionite (3.1 g, 18 mmol) slowly. After stirring for 20 minutes, the reaction mixture was concentrated to a volume of about 10 mL and cooled in an ice bath. The greenish solid was collected by filtration and dried on high vacuum for 4 h to provide the desire product (1.5 g, 85% yield). LCMS calculated for C9H17N4O2 (M+H): 213.1. found: 213.2.

Workup

  1. concentrationthe reaction mixture was concentrated to a volume of about 10 mL
  2. temperaturecooled in an ice bath
  3. filtrationThe greenish solid was collected by filtration
  4. customdried on high vacuum for 4 h

Sources & evidence

ORD record
ord-58a387eb0212419f9bade7c7e05db0b4
Source dataset
uspto-grants-2011_01
Patent number
US07863285B2

Reaction notes

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