Nitric Acid → HCID 178513093, compound

HRID 746042Notes

Reaction equation

HRID 746042 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=1[CH2:18][C:19]([NH:21][C:22]([NH2:24])=[NH:23])=[O:20].[OH-].[Na+]>Cl>[Cl:10][C:11]1[C:16]([N+:6]([O-:9])=[O:7])=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=1[CH2:18][C:19]([NH:21][C:22]([NH2:24])=[NH:23])=[O:20]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 178513092HCID 178513092, compound

Product 1

HCID 178513093HCID 178513093, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Concentrated sulphuric acid (25 cm3) was added dropwise to cooled concentrated nitric acid (25 cm3), followed by (2,6-dichlorophenylacetyl)-guanidine (2.5 g 8.9 mmol) and the mixture stirred at 0° to 5° C. for 2.5 h. After pouring onto ice (600 g) the mixture was neutralised with sodium hydroxide solution and the precipitated cream solid collected and recrystallised from aqueous methanol affording pale yellow plates of (2,6-dichloro-3-nitrophenylacetyl)-guanidine (2.1 g) m.p. 198°-9° C. (dec). The corresponding hydrochloride was prepared by dissolving the base in hot ethanolic hydrogen chloride. The cooled solution yielded the hydrochloride as a white solid.

Workup

  1. additionAfter pouring onto ice (600 g) the mixture
  2. customthe precipitated cream solid collected
  3. customrecrystallised from aqueous methanol affording pale yellow plates of (2,6-dichloro-3-nitrophenylacetyl)-guanidine (2.1 g) m.p. 198°-9° C. (dec)
  4. customThe corresponding hydrochloride was prepared

Sources & evidence

ORD record
ord-5e8a3ff62fef4222a0b3f590cc3269c3
Source dataset
uspto-grants-1986_07
Patent number
US04602041

Reaction notes

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