4-Benzylpiperazine-1-carboxamidine hemisulfate → HCID 178520340, compound
Reaction equation
[Na].[OH:2][CH:3]=[C:4]1[CH2:9][CH2:8][O:7][C:5]1=O.S(O)(O)(=O)=O.[C:15]([N:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20][CH2:19]1)(=[NH:17])[NH2:16]>C(O)C>[CH2:24]([N:21]1[CH2:20][CH2:19][N:18]([C:15]2[N:17]=[C:3]([OH:2])[C:4]([CH2:9][CH2:8][OH:7])=[CH:5][N:16]=2)[CH2:23][CH2:22]1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
10.0 g (73.5 mmoles) of 2-hydroxymethylenebutyrolactone sodium salt [synthesized by the method described in J. O. Fissekis et al., J. Org., Chem. 29, 2670 (1964)] and 19.6 g (73.3 mmoles) of 1-amidino-4-benzylpiperazine sulfate were added to 360 ml of ethanol, and the solution was refluxed for 5 hours. Ethanol was evaporated, and the residue was mixed with water and extracted with chloroform. The chloroform layer was dried, concentrated, and purified by silica gel column chromatography to give 6.66 g (yield 29%) of 2-(4-benzylpiperazino)-4-hydroxy-5-(2-hydroxyethyl)pyrimidine as crystals.