Sodium Hydroxide → HCID 178467470, compound

HRID 1380847Notes

Reaction equation

HRID 1380847 reaction equation
[Cl:1][CH2:2][C:3](=O)[CH2:4][C:5]([O:7]C)=O.Cl.[CH2:11]([O:13][C:14](=[NH:16])[NH2:15])[CH3:12].[OH-].[Na+]>O>[CH2:11]([O:13][C:14]1[N:16]=[C:3]([CH2:2][Cl:1])[CH:4]=[C:5]([OH:7])[N:15]=1)[CH3:12]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 36240Methyl 4-chloroacetoacetateHCID 122987352-Ethylisouronium chloride

Product 1

HCID 178467470HCID 178467470, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

An emulsion of 20.9 g (0.135 mol) of methyl 4-chloroacetoacetate and 23.5 g (0.189 mol) of O-ethylisourea hydrochloride is treated with a solution of 41.3 g (0.31 mol) of sodium hydroxide in 40 ml of water at -20° C. to -10° C. during 5 minutes while stirring well. After stirring at room temperature for 2 hours the resulting crystalline product is filtered off and dried. The crystals, m.p. 156°-158° C., are washed well with diethyl ether. There is obtained 2-ethoxy-4-chloromethyl-6-hydroxy-pyrimidine, m.p. 161°-163° C.

Workup

  1. stirringAfter stirring at room temperature for 2 hours the resulting crystalline product
  2. filtrationis filtered off
  3. customdried
  4. washThe crystals, m.p. 156°-158° C., are washed well with diethyl ether

Sources & evidence

ORD record
ord-a1f100ba088c42d9a28102cb9d8216b4
Source dataset
uspto-grants-1986_04
Patent number
US04584295

Reaction notes

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