Diethyl Ether → HCID 86030318, compound

HRID 1154580Notes

Reaction equation

HRID 1154580 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14](=[NH:16])[NH2:15])=[CH:8][CH:7]=1)(=[O:4])=[O:3].[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(OCC)C>N1C=CC=CC=1>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[C:17]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14](=[NH:16])[NH2:15])=[CH:8][CH:7]=1)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 54417104HCID 54417104, compound

Product 1

HCID 86030318HCID 86030318, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 500 mg of 4-(β-amidinoethenyl)phenol methanesulfonate in 5 ml of pyridine, while being cooled in ice, was added 300 mg of benzoyl chloride. The resulting solution was stirred overnight at room temperature, then admixed with ethyl ether, again stirred thoroughly, and the ether layer was removed by decantation. This treatment was repeated once more and the residual solid substance was recrystallized from a methanol-ethyl ether mixture to obtain 4-(β-amidinoethenyl)-phenyl benzoate methanesulfonate.

Workup

  1. stirringagain stirred thoroughly
  2. customthe ether layer was removed by decantation
  3. customthe residual solid substance was recrystallized from a methanol-ethyl ether mixture

Sources & evidence

ORD record
ord-0daa12eac1224a70b77ddedd74269df5
Source dataset
uspto-grants-1984_12
Patent number
US04490388

Reaction notes

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