Ammonium Hydroxide → 6-Chloro-2-methylpyrimidin-4-amine

HRID 1663459Notes

Reaction equation

HRID 1663459 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([CH3:9])[N:3]=1.[NH4+:10].[OH-]>>[NH2:10][C:6]1[CH:7]=[C:2]([Cl:1])[N:3]=[C:4]([CH3:9])[N:5]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 2349974,6-Dichloro-2-methylpyrimidine

Product 1

HCID 2867546-Chloro-2-methylpyrimidin-4-amineYield 81.5%

Conditions

Temperature
90 °C

Procedure

Part A: A mixture of 4,6-dichloro-2-methylpyrimidine (1.63 g, 10.0 mmol) in NH4OH (35%, 8 mL, 200 mmol) was heated, in a Parr bomb, in an oven at 90° C. overnight. The vessel was cooled to room temperature, the mixture was filtered and the solids were washed with water (3×10 mL). Excess solvent was removed in vacuo to give 4-amino-6-chloro-2-methylpyrimidine (1.17 g, 81%) as an amorphous solid.

Workup

  1. temperatureThe vessel was cooled to room temperature
  2. filtrationthe mixture was filtered
  3. washthe solids were washed with water (3×10 mL)
  4. customExcess solvent was removed in vacuo

Sources & evidence

ORD record
ord-c1e69955f6764e19b2cebc63e2ec3712
Source dataset
uspto-grants-2011_10
Patent number
US08034954B2

Reaction notes

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