Ammonium Hydroxide → 6-Chloro-2-methylpyrimidine-4,5-diamine

HRID 1621354Notes

Reaction equation

HRID 1621354 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH2:9])=[C:4](Cl)[N:3]=1.[OH-].[NH4+:12]>>[Cl:8][C:6]1[N:7]=[C:2]([CH3:1])[N:3]=[C:4]([NH2:12])[C:5]=1[NH2:9]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 7366744,6-Dichloro-2-methylpyrimidin-5-amine2×

Product 1

HCID 5941456-Chloro-2-methylpyrimidine-4,5-diamine

Conditions

Temperature
120 °C

Procedure

2-Methyl-4,6-dichloro-5-aminopyrimidine (Aldrich, 1.05 g) and ammonium hydroxide (3.0 mL, J. T. Baker, Phillipsburg, N.J., 28.0%-30.0%) were placed in a microwave vial. The vial was sealed and heated in a CEM microwave reactor (CEM Corporation, Matthews, N.C.) at 120° C. and 40 Watts for 25 minutes. The reaction was cooled to room temperature. This procedure was repeated a total of nine times using the following amounts of 2-methyl-4,6-dichloro-5-aminopyrimidine under the same reaction conditions:

Workup

  1. customThe vial was sealed
  2. temperatureThe reaction was cooled to room temperature
  3. customunder the same reaction conditions

Sources & evidence

ORD record
ord-bc125bcef9804a5388c51a38ad1dc399
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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