Ammonia → 2,5-Dichloropyrimidin-4-amine

HRID 2400345Notes

Reaction equation

HRID 2400345 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.[NH3:10]>CO>[Cl:1][C:2]1[N:7]=[C:6]([NH2:10])[C:5]([Cl:9])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2372592,4,5-Trichloropyrimidine

Product 1

HCID 158398322,5-Dichloropyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,4,5-trichloropyrimidine (2.2 ml) in 2M ammonia in methanol (50 ml) was stirred at room temperature overnight. The reaction was then concentrated in vacuo and the resultant solid was washed with water. The residue was triturated with methanol and the solid was isolated by vacuum filtration to furnish the title compound as a white solid (487 mg). 1H NMR (400 MHz, DMSO-d6): 8.18 (1H, s).

Workup

  1. concentrationThe reaction was then concentrated in vacuo
  2. washthe resultant solid was washed with water
  3. customThe residue was triturated with methanol
  4. customthe solid was isolated by vacuum filtration

Sources & evidence

ORD record
ord-2b20d8dd70124d54a83649e35e8bd5b6
Source dataset
uspto-grants-2014_08
Patent number
US08796244B2

Reaction notes

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