Hydrochloride methanol → HCID 178485167, compound

HRID 1284961Notes

Reaction equation

HRID 1284961 reaction equation
[ClH:1].C([O:9][C:10]1[C:11]([CH3:25])=[C:12]([NH:17][C:18]([NH:20][C:21](=[NH:24])[NH:22][CH3:23])=[O:19])[C:13]([CH3:16])=[CH:14][CH:15]=1)C1C=CC=CC=1.Cl.CO>C(O)C.[Pd]>[ClH:1].[CH3:25][C:11]1[C:10]([OH:9])=[CH:15][CH:14]=[C:13]([CH3:16])[C:12]=1[NH:17][C:18]([NH:20][C:21](=[NH:24])[NH:22][CH3:23])=[O:19]

Participants

5

Reactant 2

HCID 21893726Hydrochloride methanolHCID 178485169HCID 178485169, compound

Product 1

HCID 178485167HCID 178485167, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(3-benzyloxy-2,6-dimethylphenyl)-3-methylamidinourea hydrochloride (18.2 g) and 5% Pd/C (1.0 g) in absolute ethanol (200 ml) containing HCl/methanol (50 ml) are shaken under an atmosphere of H2 (50 psi) for 45 minutes. The reaction mixture is filtered through Celite and the filtrate is concentrated. in vacuo. The resulting solid is crystallized from methanol/acetonitrile to give after drying 12.3 grams of the desired amidinourea hydrochloride salt as a white powder, M.P. 224°-5° C. (dec).

Workup

  1. filtrationThe reaction mixture is filtered through Celite
  2. concentrationthe filtrate is concentrated
  3. customThe resulting solid is crystallized from methanol/acetonitrile
  4. customto give
  5. dry with materialafter drying 12.3 grams of the desired amidinourea hydrochloride salt as a white powder, M.P. 224°-5° C. (dec)

Sources & evidence

ORD record
ord-f4be01e6119140748bce2da21f0f9706
Source dataset
uspto-grants-1986_01
Patent number
US04564640

Reaction notes

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