Potassium Carbonate → HCID 53934401, compound

HRID 1587729Notes

Reaction equation

HRID 1587729 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[CH:9][N:10]2[CH2:14][CH2:13][NH:12][C:11]2=[N:15][N+:16]([O-:18])=[O:17])=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26]Cl)=[CH:22][N:21]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][N:12]2[CH2:13][CH2:14][N:10]([CH:9]=[N:8][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[C:11]2=[N:15][N+:16]([O-:18])=[O:17])=[CH:22][N:21]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1554792-Chloro-5-(chloromethyl)pyridineHCID 136331477HCID 136331477, compound

Product 1

HCID 53934401HCID 53934401, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 0.70 g of 1-(4-fluorophenyliminomethyl)-2-nitroiminoimidazolidine, 0.45 g of 2-chloro-5-chloromethylpyridine, 0.77 g of potassium carbonate and 5 ml of dimethylsulfoxide were agitated at 70° C. for 1 hour. The reaction mixture was, as it is, subjected to purification by column chromatography [silica gel, eluent: hexane-ethyl acetate (1:2)] to give 0.45 g of 1-(2-chloropyridin-5-ylmethyl)-2-nitroimino-3-(4-fluorophenyliminomethyl)imidazolidine.

Workup

  1. customsubjected to purification by column chromatography [silica gel, eluent: hexane-ethyl acetate (1:2)]

Sources & evidence

ORD record
ord-3b2bf8535ded4dd7a9e7e39518334d46
Source dataset
uspto-grants-1993_06
Patent number
US05219868

Reaction notes

Loading…