Nitric Acid → HCID 18470639, compound

HRID 1004009Notes

Reaction equation

HRID 1004009 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][O:6][C:7]1[C:8]([O:19][S:20]([CH3:23])(=[O:22])=[O:21])=[C:9]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:10]([O:12][CH3:13])=[O:11].O>C(OC(=O)C)(=O)C>[CH3:5][O:6][C:7]1[C:8]([O:19][S:20]([CH3:23])(=[O:22])=[O:21])=[C:9]([C:14]([N+:1]([O-:4])=[O:2])=[CH:15][C:16]=1[O:17][CH3:18])[C:10]([O:12][CH3:13])=[O:11]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 18470649HCID 18470649, compound

Product 1

HCID 18470639HCID 18470639, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Concentrated nitric acid (0.62 ml) was added dropwise to an ice cooled solution of methyl 3,4-dimethoxy-2-methanesulfonyloxybenzoate (1.94 g, 0.0067 mol) in acetic anhydride (3 ml) and the reaction stirred for 1 hour. Water (20 ml) was carefully added, and the resulting precipitate filtered and washed with further water. Drying under suction filtration gave the subtitle compound as a white solid (1.94 g, 86%). 1H-NMR (CDCl3): δ=3.34 (3H, s), 3.94 (3H, s), 4.00 (3H, s), 4.18 (3H, s), 7.68 (1H, s).

Workup

  1. filtrationthe resulting precipitate filtered
  2. washwashed with further water
  3. customDrying under suction filtration

Sources & evidence

ORD record
ord-40b3937883ea413b80214bf7fc2de265
Source dataset
uspto-grants-2000_04
Patent number
US06048864

Reaction notes

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