HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Formamide → N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine

HRID 477284
Notes
Print preview

Reaction equation

HRID 477284 reaction equation
Cl[CH:2]([C:14](=O)[CH3:15])[CH2:3][S:4][CH2:5][CH2:6][NH:7][C:8]([NH:11][C:12]#[N:13])=[N:9][CH3:10].C([O-])=[O:18].[Na+].C([O-])=O.[NH4+].C(=O)([O-])O.[Na+].[CH:30]([NH2:32])=[O:31]>>[C:12]([NH:11][C:8]([NH:7][CH2:6][CH2:5][S:4][CH2:3][C:2](=[O:18])[CH:14]([NH:32][CH:30]=[O:31])[CH3:15])=[N:9][CH3:10])#[N:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 713Formamide2×HCID 516892Sodium BicarbonateHCID 2723810Sodium FormateHCID 2723923Ammonium formateHCID 14153741N-[2-(2-chloro-3-oxobutylthio)ethyl]-N'-cyano-N"-methylguanidine

Product 1

HCID 14457222N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine
Yield 19%

Procedure

In 2.5 ml of formamide were dissolved 131 mg of N-[2-(2-chloro-3-oxobutylthio)ethyl]-N'-cyano-N"-methylguanidine, 136 mg of sodium formate and 320 mg of ammonium formate, and the solution was stirred at room temperature for 3 days. Then, 420 mg of sodium hydrogencarbonate was added to the solution and formamide was removed under reduced pressure, and the obtained residue was refined by silica gel column chromatography (developing solvent: chloroform/ethanol=5/1) to obtain 28 mg of a colorless oily product (the yield was 19%).

Workup

  1. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-bef66331277f4ed6b63d2b7c21f53649
Source dataset
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04886910

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes