Ammonium Hydroxide → 2-Amino-4-chloropyrimidine

HRID 468980

Reaction equation

HRID 468980 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[CH:4][N:3]=1.[OH-].[NH4+:10]>>[NH2:10][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[CH:4][N:3]=1.[Cl:1][C:2]1[N:7]=[C:6]([NH2:10])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 775312,4-Dichloropyrimidine

Product 2

HCID 2233322-Amino-4-chloropyrimidineHCID 3457522-Chloro-4-aminopyrimidine

Procedure

To 2,4-Dichloropyrimidine (1.0 g, 6.7 mmol) was added 28% w/v ammonium hydroxide solution (20 mL). The mixture was stirred overnight at ambient temperature then concentrated in vacuo. The residue was dry loaded and purified by FCC eluting with 2-10% EtOH in CHCl3 to afford 2-amino-4-chloropyrimidine and 2-chloro-4-aminopyrimidine.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was dry loaded
  3. custompurified by FCC
  4. washeluting with 2-10% EtOH in CHCl3

Sources & evidence

ORD record
ord-20a8d0fd8cdf4fd5ae501cd05436ce51
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Linked notes

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