Nitric Acid → HCID 13343745, compound

HRID 1583780Notes

Reaction equation

HRID 1583780 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-a2dc4552dcc84cd38e523d3d7d580bd4
Source dataset
uspto-grants-1985_11
Patent number
US04554280

Reaction notes

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