Hydrochloric Acid → HCID 178424818, compound

HRID 1863507Notes

Reaction equation

HRID 1863507 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]([NH:12][C:13](=[NH:23])[NH:14][O:15]CC1C=CC=CC=1)=[O:11].[ClH:24].[H][H]>[Pd].[C].C(O)C>[ClH:24].[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[NH:9][C:10]([NH:12][C:13](=[NH:23])[NH:14][OH:15])=[O:11]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 178418361HCID 178418361, compoundHCID 178424817HCID 178424817, compound

Product 1

HCID 178424818HCID 178424818, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 6.0 g. (0.017 moles) of 1-(2,6-dimethylphenyl)-3-benzyloxyamidinourea in 160 ml. of absolute ethanol there is added 1.0 g. of 5% Pd/carbon and then 1 ml. of saturated ethanolic hydrogen chloride. The mixture is hydrogenated at room temperature and atmospheric pressure until one equivalent of hydrogen is taken up (1 hour). The suspension is filtered through a bed of celite and the filtrate evaporated to an off-white solid. The solid is recrystallized from 150 ml. of 7:1 acetonitrile:methanol to give 1-(2,6-dimethylphenyl)-3-hydroxyamidinourea hydrochloride, m.p. 191°-2° C.

Workup

  1. customis hydrogenated at room temperature
  2. custom(1 hour)
  3. filtrationThe suspension is filtered through a bed of celite
  4. customthe filtrate evaporated to an off-white solid
  5. customThe solid is recrystallized from 150 ml

Sources & evidence

ORD record
ord-a4251417a6924c17b6c1bc917c1b26ca
Source dataset
uspto-grants-1979_09
Patent number
US04169155

Reaction notes

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