Nitric Acid → HCID 178426710, compound

HRID 2042751Notes

Reaction equation

HRID 2042751 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH2:4].[N+:12]([O-:15])([OH:14])=[O:13].[N:16]#[C:17][NH2:18]>C(O)C>[N+:12]([O-:15])([O-:14])=[O:13].[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH:4][C:17]([NH2:18])=[NH2+:16]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 74442-Methyl-5-NitroanilineHCID 9864Cyanamide

Product 1

HCID 178426710HCID 178426710, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

2-Methyl-5-nitro aniline (10 g, 65 mmol) was dissolved in ethanol (25 mL), and concentrated HNO3 (4.6 mL) was added to the solution dropwise followed by 50% aqueous solution of cyanamide (99 mmol). The reaction mixture was refluxed overnight and then cooled to 0° C. The mixture was filtered and the residue was washed with ethyl acetate and diethyl ether and dried to provide N-(2-Methyl-5-nitro-phenyl)-guanidinium nitrate (4.25 g, yield: 34%).

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. filtrationThe mixture was filtered
  3. washthe residue was washed with ethyl acetate and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-bf7533afc41d4dc4974d81f6ed31d76d
Source dataset
uspto-grants-2013_11
Patent number
US08586600B2

Reaction notes

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