Nitric Acid → HCID 178426711, compound

HRID 1010818Notes

Reaction equation

HRID 1010818 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 mi 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 mi of ethanol/diethyl ether (1:1) and drying

Sources & evidence

ORD record
ord-378382e62ea3468d9d04e8da9abf8901
Source dataset
uspto-grants-2011_07
Patent number
US07977348B2

Reaction notes

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