2-Methylpropanimidamide hydrochloride → HCID 178503293, compound

HRID 1605859Notes

Reaction equation

HRID 1605859 reaction equation
Cl.[C:2]([NH2:7])(=[NH:6])[CH:3]([CH3:5])[CH3:4].C[O-].[Na+].C([O:13][C:14](=O)[CH:15]([S:19][CH3:20])[C:16]([CH3:18])=O)C>CO>[CH:3]([C:2]1[N:7]=[C:14]([OH:13])[C:15]([S:19][CH3:20])=[C:16]([CH3:18])[N:6]=1)([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 27820532-Methylpropanimidamide hydrochlorideHCID 10942334Sodium MethoxideHCID 12907219HCID 12907219, compound

Product 1

HCID 178503293HCID 178503293, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 19 g (0.15 mole) of isobutyramidine hydrochloride, 35 ml of methanol, 8.1 g (0.15 mole) of sodium methylate and 27 g (0.15 mole) of 2-methylmercaptoacetoacetic acid ethyl ester was stirred for 4 hours at 60°-70°C. The solvent was then distilled off under reduced pressure, the residue was dissolved in warm water and the solution was neutralized with acetic acid. The product which had crystallized out was filtered off. 13 g (44% of theory) of 2-isopropyl-4-hydroxy-5-methylmercapto-6-methylpyrimidine were obtained in the form of a colorless powder of melting point 156°C.

Workup

  1. distillationThe solvent was then distilled off under reduced pressure
  2. dissolutionthe residue was dissolved in warm water
  3. customThe product which had crystallized out
  4. filtrationwas filtered off

Sources & evidence

ORD record
ord-86e4cebd74b5488c871dcdd0cc844032
Source dataset
uspto-grants-1976_04
Patent number
US03951975

Reaction notes

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