Sodium → HCID 178418410, compound

HRID 3048Notes

Reaction equation

HRID 3048 reaction equation
[CH3:1][O-:2].[Na+].[Na].C([N:8]1[CH2:12][CH2:11][NH:10][C:9]1=[N:13][C:14]1[C:15](Cl)=[N:16][C:17]([CH3:21])=[N:18][C:19]=1[Cl:20])(=O)C>CO>[Cl:20][C:19]1[C:14]([N:13]=[C:9]2[NH:8][CH2:12][CH2:11][NH:10]2)=[C:15]([O:2][CH3:1])[N:16]=[C:17]([CH3:21])[N:18]=1

Participants

5

Reactant 3

HCID 5360545SodiumHCID 10942334Sodium Methoxide2×HCID 178418346HCID 178418346, compound

Product 1

HCID 178418410HCID 178418410, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The final product, 4-chloro-N-(imidazolin-2-ylidene)-6-methoxy-2-methyl-5-pyrimidinamine is synthesized by first preparing sodium methoxide in situ from anhydrous methanol and sodium. The fifth intermediate, N-(1-acetylimidazolin-2-ylidene)-4,6-dichloro-2-methyl-5-pyrimidinamine, is added and the reaction mixture brought to a boil. From 15 minutes to 1 hour after the reaction mixture is brought to a boil, further sodium methoxide is added and the reaction mixture is maintained at a boil for from 15 minutes to 1 hour to afford 4-chloro-N-(imidazolin-2-ylidene)-6-methoxy-2-methyl-5-pyrimidinamine.

Workup

  1. additionis added
  2. temperaturethe reaction mixture is maintained at a boil for from 15 minutes to 1 hour

Sources & evidence

ORD record
ord-034dc9437bee48c3847af5a6f9237cbd
Source dataset
uspto-grants-1998_03
Patent number
US05732717

Reaction notes

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