Cyanamide → HCID 178512086, compound

HRID 1060571Notes

Reaction equation

HRID 1060571 reaction equation
[N:1]#[C:2][NH2:3].[H-].[Na+].[Cl:6][C:7]1[C:16](Cl)=[N:15][C:14]2[C:9](=[CH:10][C:11]([N+:19]([O-:21])=[O:20])=[C:12]([F:18])[CH:13]=2)[N:8]=1>CN(C=O)C>[Cl:6][C:7]1[C:16](=[N:3][C:2]#[N:1])[NH:15][C:14]2[C:9](=[CH:10][C:11]([N+:19]([O-:21])=[O:20])=[C:12]([F:18])[CH:13]=2)[N:8]=1

Participants

5

Reactant 3

HCID 9864CyanamideHCID 24758Sodium hydrideHCID 10491682HCID 10491682, compound

Product 1

HCID 178512086HCID 178512086, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of cyanamide 2.31 g in DMF 100 mL, was added sodium hydride (60% suspension in oil) 4.40 g under ice-cooling. The mixture was stirred at room temperature for 30 min, to which 2,3-dichloro-6-fluoro-7-nitroquinoxaline 13.10 g was added under ice-cooling, followed by raising slowly to room temperature. The resulting mixture was stirred at room temperature for 20 min, then which was poured into ice water containing 1N HCl 110 mL under stirring. The precipitation was collected by filtration and washed with water and i-PrOH to give the title compound 12.80 g.

Workup

  1. temperaturecooling
  2. additionwas added under ice-
  3. temperaturecooling
  4. stirringunder stirring
  5. customThe precipitation
  6. filtrationwas collected by filtration
  7. washwashed with water and i-PrOH

Sources & evidence

ORD record
ord-ff46cecf94624c00a93211869ecbe0e4
Source dataset
uspto-grants-2003_02
Patent number
US06525054B1

Reaction notes

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