Dimethylformamide → 1198320-35-2

HRID 400992Notes

Reaction equation

HRID 400992 reaction equation
[NH2:1][C:2](=O)[C@@H:3]([NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6].CN(C)C=O.N1C(Cl)=NC(Cl)=NC=1Cl.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:16]([O:15][C:13]([NH:12][C@H:3]([C:2]#[N:1])[CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])=[O:14])([CH3:17])([CH3:19])[CH3:18]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7954Cyanuric chlorideHCID 14798Sodium HydroxideHCID 86688753HCID 86688753, compound

Product 1

HCID 866887541198320-35-2

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To the compound obtained from Example 11 was added dimethylformamide (1019.5 g) followed by addition of cyanuric chloride (112.0 g) dropwise for 1.5 hours at temperature below 25° C. The reaction solution was stirred for one hour at room temperature, and then 0.1 N aqueous sodium hydroxide solution (1850.0 g) and toluene (1860 ml) were added thereto to separate the layers. The organic layer thus obtained was washed once again with water (700 ml) and then distilled under reduced pressure to obtain 318.3 g of the title compound.

Workup

  1. customto separate the layers
  2. customThe organic layer thus obtained
  3. washwas washed once again with water (700 ml)
  4. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-7b6c6bc541e44ee8bb4674518fb7bfc2
Source dataset
uspto-grants-2014_06
Patent number
US08741927B2

Reaction notes

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