Hydrochloric Acid → HCID 178436801, compound

HRID 26026Notes

Reaction equation

HRID 26026 reaction equation
[ClH:1].[CH2:2]([C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[C:6]([CH2:13][CH3:14])[C:5]=1[NH:15][C:16]([NH:18][C:19](=[NH:22])[NH:20][CH3:21])=[O:17])[CH3:3].Cl>C(O)C>[ClH:1].[ClH:1].[NH2:10][C:8]1[CH:9]=[C:4]([CH2:2][CH3:3])[C:5]([NH:15][C:16]([NH:18][C:19](=[NH:22])[NH:20][CH3:21])=[O:17])=[C:6]([CH2:13][CH3:14])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178436841HCID 178436841, compound

Product 1

HCID 178436801HCID 178436801, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.0 g (15.2 mmol) of 1-(2,6-diethyl-4-nitrophenyl)-3-methylamidinourea hydrochloride and 5% paladium on carbon (500 mg) in absolute ethanol (175 ml) containing concentrated hydrochloric acid (2 ml) is shaken under an atmosphere of hydrogen (50 psi) for thirty minutes. The mixture is filtered through a Celite pad. To the filtrate is added HCl/MeOH and the alcohol is removed under vacuum to give a yellow foam which is crystallized from methanol-ethyl acetate to give 1-(4-amino-2,6-diethylphenyl)-3-methylamidinourea dihydrochloride, m.p. 218°-222° C. (dec).

Workup

  1. filtrationThe mixture is filtered through a Celite pad
  2. additionTo the filtrate is added HCl/MeOH
  3. customthe alcohol is removed under vacuum
  4. customto give a yellow foam which
  5. customis crystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-4ad747ced52747c5a431320e3b6591e1
Source dataset
uspto-grants-1979_04
Patent number
US04147804

Reaction notes

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