Methylamine → HCID 178432887, compound

HRID 895591Notes

Reaction equation

HRID 895591 reaction equation
[CH3:1][NH2:2].[Cl:3][C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[C:8](Cl)[N:7]=[C:6]([CH3:14])[N:5]=1>CCCCCC>[NH2:2][C:1]1[N:7]([CH3:8])[CH:6]([CH3:14])[N:5]=[C:4]([Cl:3])[C:9]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 831924,6-Dichloro-2-methyl-5-nitropyrimidine

Product 1

HCID 178432887HCID 178432887, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A solution of Methylamine (15.4 mL 1M in THF, diluted with 10 mL of hexane) is added dropwise to a solution of 4,6-Dichloro-2-methyl-5-nitropyrimidine (3.2 g, 15.4 mmol) in Hexane (30 mL). After addition, the reaction mixture is stirred at room temperature for one hour, and concentrated in vacuo to a solid. After the solid is dissolved in 50 mL of CH2Cl2, the resultant solution is washed with 0.1 N HCl (20 mL) and water (20 mL), dried over Na2SO4 and concentrated to a yellow solid. 1H NMR (CDCl3): δ 7.7 (bs, 1H), 3.10 (d, 3H), 2.55 (s, 3H).

Workup

  1. additionAfter addition
  2. concentrationconcentrated in vacuo to a solid
  3. dissolutionAfter the solid is dissolved in 50 mL of CH2Cl2
  4. washthe resultant solution is washed with 0.1 N HCl (20 mL) and water (20 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated to a yellow solid

Sources & evidence

ORD record
ord-f1a5bb6b229b418f8fb2d7891afab709
Source dataset
uspto-grants-2005_07
Patent number
US06916819B2

Reaction notes

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