Sodium Bicarbonate → N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine
Reaction equation
[C:1]([NH:3][C:4]([NH:7][CH2:8][CH2:9][S:10][CH2:11][CH:12]([O:16]C=O)[C:13](=O)[CH3:14])=[N:5][CH3:6])#[N:2].[CH:19]([O-:21])=O.[NH4+:22].C(=O)([O-])O.[Na+]>C(N)=O>[C:1]([NH:3][C:4]([NH:7][CH2:8][CH2:9][S:10][CH2:11][C:12](=[O:16])[CH:13]([NH:22][CH:19]=[O:21])[CH3:14])=[N:5][CH3:6])#[N:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
In 1.0 ml of formamide were dissolved 28 mg of N-cyano-N'-[2-(2-formyloxy-3-oxobutylthio)ethyl]-N"-methylguanidine and 25 mg of ammonium formate, and the solution was stirred at 50° C. for 2 hours. Then, 85 mg of sodium hydrogencarbonate was added to the solution and the solvent was removed under reduced pressure, and the obtained residue was refined by silica gel column chromatography (developing solvent: ethyl acetate/methanol=10/1) to obtain 11 mg of a colorless oily product (the yield was 47%).
Workup
- customthe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-367b76b89ee440e9bb30662098d750a6
- Source dataset
- uspto-grants-1989_12
- Patent number
- US04886910
Reaction notes
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