Nitric Acid → HCID 13318567, compound

HRID 1156726Notes

Reaction equation

HRID 1156726 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4].[N+:19]([O-])([OH:21])=[O:20]>[N+](C)([O-])=O>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[N+:19]([O-:21])=[O:20])=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 13318566HCID 13318566, compound

Product 1

HCID 13318567HCID 13318567, compound

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

A suspension of 2.6 g 3-(4-chlorophenylamino)-pyrazine-2-carboxylic acid methyl ester in 100 ml nitromethane is stirred and treated dropwise at 0° C. with 24 ml nitric acid (99%). Stirring is continued at 0° C. for further 45 minutes. The solution is poured on ice and extracted with methylene chloride. The organic phase is washed with saturated sodium bicarbonate solution, dried over sodium sulphate and evaporated to give the heading compound, m.p. 191°-192°.

Workup

  1. stirringStirring
  2. additionThe solution is poured on ice
  3. extractionextracted with methylene chloride
  4. washThe organic phase is washed with saturated sodium bicarbonate solution
  5. dry with materialdried over sodium sulphate
  6. customevaporated
  7. customto give the heading compound, m.p. 191°-192°

Sources & evidence

ORD record
ord-aa0d0b0be07a4125a9f14b97adc0511b
Source dataset
uspto-grants-1982_06
Patent number
US04337198

Reaction notes

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