Water → HCID 59457651, compound

HRID 1521917Notes

Reaction equation

HRID 1521917 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][CH:3]=1.[I:9]N1C(=O)CCC1=O.O.C([O-])(O)=O.[Na+]>CS(C)=O>[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][C:3]=1[I:9]

Participants

6

Reactant 4

HCID 962WaterHCID 1184582-Amino-6-ChloropyrazineHCID 120273N-IodosuccinimideHCID 516892Sodium Bicarbonate

Product 1

HCID 59457651HCID 59457651, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 6-chloropyrazin-2-amine (10.0 g, 77 mmol) in DMSO (100 ml) was treated with 1-iodopyrrolidine-2,5-dione (20.84 g, 93 mmol). The reaction mixture was stirred at RT for 2 days and then added to water (800 ml). The pH was adjusted to pH 8-9 using a sat. NaHCO3 solution and the resulting suspension was filtered, washing with water (×3) and dried under vacuum to afford the titled compound as an orange solid;

Workup

  1. filtrationthe resulting suspension was filtered
  2. washwashing with water (×3)
  3. customdried under vacuum

Sources & evidence

ORD record
ord-f99b31599a184ec4a1a6f85c01a274a8
Source dataset
uspto-grants-2015_07
Patent number
US09073932B2

Reaction notes

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