Nitric Acid → HCID 12909298, compound

HRID 614527Notes

Reaction equation

HRID 614527 reaction equation
[CH:1]1[N:9]2[C:4]([CH2:5][O:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=32)=[N:3][C:2]=1[C:14]([O:16][CH3:17])=[O:15].S(=O)(=O)(O)O.[N+:23]([O-])([OH:25])=[O:24]>O>[N+:23]([C:11]1[CH:12]=[CH:13][C:7]2[O:6][CH2:5][C:4]3=[N:3][C:2]([C:14]([O:16][CH3:17])=[O:15])=[CH:1][N:9]3[C:8]=2[CH:10]=1)([O-:25])=[O:24]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 12909280HCID 12909280, compound

Product 1

HCID 12909298HCID 12909298, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8.0 g of methyl 4H-imidazo-[2,1-c][1,4]-benzoxazine-2-carboxylate were added to a stirred mixture of 25 ml of concentrated sulfuric acid and 25 ml of concentrated nitric acid at 10° C. The ester slowly went into solution with the solution turning yellow and after three hours at room temperature, thin layer chromatography indicated no starting material remained. 500 ml of water were then added and the yellow product thus formed was filtered off, washed well with water and then dried over P2O5 to obtain 7.5 g (79% yield) of methyl 8-nitro-4H-imidazo-[2,1-c][1,4]-benzoxazine-2-carboxylate with a melting point of 270°-2° C.

Workup

  1. customthe yellow product thus formed
  2. filtrationwas filtered off
  3. washwashed well with water
  4. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-8ada9dd7c86d47a29bfcb9bf802d0b66
Source dataset
uspto-grants-1979_03
Patent number
US04145419

Reaction notes

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