Nitric Acid → HCID 13343746, compound

HRID 745582Notes

Reaction equation

HRID 745582 reaction equation
[CH3:1][C:2]1([CH3:15])[O:6][C:5]2[CH:7]=[CH:8][C:9]([NH:11][C:12]([CH3:14])=[O:13])=[CH:10][C:4]=2[O:3]1.[N+:16]([O-])([OH:18])=[O:17]>C(O)(=O)C>[CH3:1][C:2]1([CH3:15])[O:6][C:5]2[CH:7]=[C:8]([N+:16]([O-:18])=[O:17])[C:9]([NH:11][C:12]([CH3:14])=[O:13])=[CH:10][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 235699N-(2,2-dimethyl-1,3-benzodioxol-5-yl)acetamide

Product 1

HCID 13343746HCID 13343746, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

18.4 g of 2,2-dimethyl-5-acetamino-1,3-benzodioxole were nitrated at 15°-25° C. in 90 ml of glacial acetic acid by the dropwise addition of 9.5 ml of nitric acid (d=1.4) in 30 ml of glacial acetic acid. After stirring at room temperature for 3 hours, the suspension was poured into ice/water and the crystals were removed by filtration under suction. These were made into a paste with methanol and again suction filtered. There were obtained 22.0 g (98.2% of theory) of 2,2-dimethyl-5-acetamino-6-nitro-1,3-benzodioxole of melting point 173°-174° C.

Workup

  1. customthe crystals were removed by filtration under suction
  2. filtrationfiltered

Sources & evidence

ORD record
ord-7c1980c324554f219c1b54713a97bfcf
Source dataset
uspto-grants-1986_07
Patent number
US04599347

Reaction notes

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