Carbon Dioxide → Gold's Reagent

HRID 1953054Notes

Reaction equation

HRID 1953054 reaction equation
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=NC=1[Cl:3].[CH3:10][N:11]([CH3:14])[CH:12]=O.[C:15](=O)=O>COC(C)(C)C>[Cl-:3].[CH3:10][N:11]([CH3:14])[CH:12]=[N:1][CH:8]=[N+:7]([CH3:15])[CH3:5]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 6228DimethylformamideHCID 7954Cyanuric chloride

Product 1

HCID 11008255Gold's Reagent

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

Cyanuric chloride (46.67 g, 0.252 mol) was heated with N,N-dimethylformamide (121.33 g, 1.66 mol) in 250 ml of tert-butyl methyl ether over the course of from 30 to 40 min. An exothermic reaction then took place, and CO2 gas was liberated over the course of from 1 to 2 hours. The reaction mixture was boiled overnight. After the reaction mixture had cooled, the title product was isolated by rapid filtration under a nitrogen atmosphere and washing with tert-butyl methyl ether. Drying in a desiccator gave the title product in a yield of from 112.15 g (90.7%) in the form of a pale yellow solid.

Workup

  1. customAn exothermic reaction
  2. customwas liberated over the course of from 1 to 2 hours
  3. temperatureAfter the reaction mixture had cooled

Sources & evidence

ORD record
ord-0920de6eb2b041ec9d48c26688a7d8a9
Source dataset
uspto-grants-2000_09
Patent number
US06114527

Reaction notes

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