Nitric Acid → HCID 178426711, compound

HRID 562572Notes

Reaction equation

HRID 562572 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[NH2:5][C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[CH3:15].[N:16]#[C:17][NH2:18]>C(O)C.O>[N+:1]([O-:4])([OH:3])=[O:2].[CH3:15][C:7]1[CH:8]=[CH:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:6]=1[NH:5][C:17]([NH2:18])=[NH:16]

Participants

6

Reactant 3

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

Product 1

HCID 178426711HCID 178426711, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

9.1 ml (0.13 mol) of 65% nitric acid are added dropwise in the course of 5 minutes to a yellow suspension of 20.0 g (0.13 mol) of 2-amino-4-nitrotoluene in 50 ml of absolute ethanol. When the exothermic reaction has subsided, 8.32 g (0.198 mol) of cyanamide dissolved in 8.3 ml of water are added. The brown reaction mixture is boiled at reflux for 25 hours, cooled to 0.degree. and filtered. Washing with 4.times.100 ml of ethanol/diethyl ether (1:1) and drying yield 2-methyl-5-nitrophenyl-guanidine nitrate; m.p. 219° C.-226° C.

Workup

  1. customWhen the exothermic reaction
  2. additionare added
  3. temperatureat reflux for 25 hours
  4. temperaturecooled to 0.degree
  5. filtrationand filtered
  6. washWashing with 4.times
  7. dry with material100 ml of ethanol/diethyl ether (1:1) and drying

Sources & evidence

ORD record
ord-babd8341accc41f09964f38c2c0f1462
Source dataset
uspto-grants-2011_11
Patent number
US08067421B2

Reaction notes

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