Nitric Acid → HCID 19760238, compound

HRID 1586913Notes

Reaction equation

HRID 1586913 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH3:17])[C:9](=[O:18])[C:8]([CH3:20])([CH3:19])[C:7]1=[O:21]>C(OC(=O)C)(=O)C.C(O)(=O)C>[CH3:17][N:10]1[C:11]2[CH:16]=[CH:15][C:14]([N+:1]([O-:4])=[O:2])=[CH:13][C:12]=2[N:6]([CH3:5])[C:7](=[O:21])[C:8]([CH3:19])([CH3:20])[C:9]1=[O:18]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 19760222HCID 19760222, compound

Product 1

HCID 19760238HCID 19760238, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 7918Acetic AnhydrideSolvent2×

Procedure

1.3 ml of nitric acid (65%) were cautiously added dropwise at 0° C. to 5.1 ml of acetic anhydride. The solution was added to a solution of 3.00 g of 2,3,4,5-tetrahydro-1,3,3,5-tetramethyl-2,4-dioxo-1H-1,5-benzodiazepine in 6.5 ml of acetic anhydride and 2.1 ml of glacial acetic acid. The reaction mixture was left to stand at room temperature for 3 days, filtered, the residue was washed thoroughly with water, dried and recrystallized from ethanol. There were obtained 2.11 g of 2,3,4,5-tetrahydro-1,3,3,5-tetramethyl-7-nitro-2,4-dioxo-1H-1,5-benzodiazepine, m.p. 224°-225° C.

Workup

  1. waitThe reaction mixture was left
  2. filtrationfiltered
  3. washthe residue was washed thoroughly with water
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-180d921597944f1d9e2e3c7b0d8953c7
Source dataset
uspto-grants-1993_06
Patent number
US05216148

Reaction notes

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