HCID 178485097, compound → HCID 178485098, compound

HRID 2420125Notes

Reaction equation

HRID 2420125 reaction equation
[ClH:1].C([O:9][C:10]1[CH:11]=[C:12]([NH:24][C:25]([NH:27][CH3:28])=[NH:26])[CH:13]=[CH:14][C:15]=1[O:16]CC1C=CC=CC=1)C1C=CC=CC=1>[Pd].C(O)C>[ClH:1].[OH:9][C:10]1[CH:11]=[C:12]([NH:24][C:25]([NH:27][CH3:28])=[NH:26])[CH:13]=[CH:14][C:15]=1[OH:16]

Participants

4

Reactant 1

HCID 178485097HCID 178485097, compound

Product 1

HCID 178485098HCID 178485098, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(3',4'-Dihydroxyphenyl)-3-methylguanidine hydrochloride is prepared from a mixture of 28 gm (0.07 mole) of the 1-(3',4'-dibenzyloxyphenyl)-3-methylguanidine hydrochloride (prepared in Example I), 1.0 gm of 5 percent palladium on charcoal, and 250 ml of ethyl alcohol. The mixture was shaken under an initial hydrogen pressure of 50 psi and, after 4 hours of agitation, the reaction mixture was filtered and the filtrate evaporated to a thick residue which solidified after standing 2 hours. This solid was purified by recrystallization from a mixture of ethyl alcohol and ether (3:2 ratio). The resulting white crystalline solid melted at 185°-8° C and the infrared spectrum was consistent with the assigned structure.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customthe filtrate evaporated to a thick residue which
  3. waitafter standing 2 hours
  4. customThis solid was purified by recrystallization from a mixture of ethyl alcohol and ether (3:2 ratio)

Sources & evidence

ORD record
ord-13543fbe4a374b84a9158e94c0c6dc28
Source dataset
uspto-grants-1978_08
Patent number
US04109014

Reaction notes

Loading…