Nitric Acid → HCID 178458294, compound

HRID 479329Notes

Reaction equation

HRID 479329 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[CH3:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=1[C:15]1[NH:24][C:22](=[O:23])[C:18]2[NH:19][N:20]=[N:21][C:17]=2[N:16]=1>C(#N)C.C(OCC)C>[CH3:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=1[C:15]1[NH:24][C:22](=[O:23])[C:18]2[NH:19][N:20]=[N:21][C:17]=2[N:16]=1.[N+:1]([O-:4])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 178458293HCID 178458293, compound

Product 1

HCID 178458294HCID 178458294, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent2×

Procedure

0,5 ml of a solution nitric acid 65%/ acetonitrile (2,7 ml/7,3 ml) was added at 0° C. to a solution of Zaprinast (0,5 g, 1,84 mmoles) in acetonitrile (10 ml) and the obtained mixture was stirred in the dark and under a nitrogen atmosphere for 30 minutes. The solution was then diluted with diethyl ether and the formed precipitate filtered, washed with diethyl ether and dried under vacuum.( 0,4 g).

Workup

  1. filtrationthe formed precipitate filtered
  2. washwashed with diethyl ether
  3. customdried under vacuum.( 0,4 g)

Sources & evidence

ORD record
ord-872cb23ae9d44e3f9eaeb622d2c4017d
Source dataset
uspto-grants-2003_11
Patent number
US06645965B1

Reaction notes

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