Water → 2,5,6-Trichloropyrimidin-4-amine

HRID 2401162Notes

Reaction equation

HRID 2401162 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([Cl:9])[N:3]=1.[Cl:10]N1C(=O)CCC1=O.O>CN(C=O)C>[Cl:9][C:4]1[N:3]=[C:2]([NH2:1])[C:7]([Cl:10])=[C:6]([Cl:8])[N:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 823874-Pyrimidinamine, 2,6-dichloro-

Product 1

HCID 158501962,5,6-Trichloropyrimidin-4-amineYield 115.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1 g (6.1 mmol) of 4-amino-2,6-dichloropyrimidine were dissolved in 5 ml of DMF. To this solution was added 0.98 g (7.32 mmol) of N-chlorosuccinimide. The solution was poured onto 100 ml of cool water. The formed precipitate was filtered, washed with water and dried to yield 1.4 g (80%) of a white solid.

Workup

  1. filtrationThe formed precipitate was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-a5a924e45c804dd9bce80262e68f08cf
Source dataset
uspto-grants-2014_08
Patent number
US08796284B2

Reaction notes

Loading…