Nitric Acid → HCID 13343745, compound

HRID 745576Notes

Reaction equation

HRID 745576 reaction equation
[CH3:1][CH:2]1[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+:15]([O-])([OH:17])=[O:16]>C(O)(=O)C>[CH3:1][CH:2]1[O:6][C:5]2[CH:7]=[C:8]([N+:15]([O-:17])=[O:16])[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 13343742HCID 13343742, compound

Product 1

HCID 13343745HCID 13343745, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

59.3 g of 2-methyl-5-acetamino-1,3-benzodioxole were nitrated at 15°-25° C. in 225 ml of glacial acetic acid by the dropwise addition of 27 ml of nitric acid in 95 ml of glacial acetic acid. After 30 minutes, the temperature rose spontaneously to 45° C. and the color of the mixture changed from yellow to red. The precipitated crystals were removed by filtration under suction and washed with methanol. There were obtained 64.4 g (88.5% of theory) of 2-methyl-5-acetamino-6-nitro-1,3-benzodioxole of melting point 112°-113° C.

Workup

  1. customrose spontaneously to 45° C.
  2. customThe precipitated crystals were removed by filtration under suction
  3. washwashed with methanol

Sources & evidence

ORD record
ord-7ad363e8a32d4cb3aa508fdd5c2d8452
Source dataset
uspto-grants-1986_07
Patent number
US04599347

Reaction notes

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