Methanol → HCID 178494552, compound

HRID 1660479Notes

Reaction equation

HRID 1660479 reaction equation
[CH3:1][O-:2].[Na+].Cl.Cl[CH2:6][C:7]([NH2:9])=[NH:8].Cl[CH2:11][C:12](=O)[CH2:13][C:14]([O:16][CH2:17]C)=O.C[OH:21]>>[CH3:1][O:2][CH2:6][C:7]1[N:9]=[C:11]([OH:21])[CH:12]=[C:13]([CH2:14][O:16][CH3:17])[N:8]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 69484Ethyl 4-chloroacetoacetateHCID 27769572-Chloroacetamidine monohydrochlorideHCID 10942334Sodium Methoxide

Product 1

HCID 178494552HCID 178494552, compound

Procedure

Sodium methylate (13.5 g, 0.25 mole) was added to a solution of chloroacetamidine hydrochloride (7.74 g, 0.06 mole) and ethyl 4-chloroacetoacetate (9.88 g, 0.06 mole) in methanol (100 ml) with stirring at a temperature between 10° C. and 15° C. The mixture was stirred for 1 hour at 25° C. and then refluxed for 3 hours with stirring. After the reaction mixture was cooled to room temperature, the precipitate was filtered, and the filtrate was treated in the same manner as in Reference Example 1 to obtain 6.6 g of 2,6-bis(methoxymethyl)-4-hydroxypyrimidine.

Workup

  1. stirringThe mixture was stirred for 1 hour at 25° C.
  2. temperaturerefluxed for 3 hours
  3. stirringwith stirring
  4. filtrationthe precipitate was filtered
  5. additionthe filtrate was treated in the same manner as in Reference Example 1

Sources & evidence

ORD record
ord-0f15b5dde98244039ecba96306c1c235
Source dataset
uspto-grants-1981_12
Patent number
US04308258

Reaction notes

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