Methyl iodide → HCID 14638277, compound

HRID 374083Notes

Reaction equation

HRID 374083 reaction equation
[Cl:1][C:2]1[C:7]2[O:8][CH2:9][C:10](=[O:12])[NH:11][C:6]=2[N:5]=[C:4]([CH3:13])[N:3]=1.[CH3:14]I.C[O-].[Na+]>CO>[Cl:1][C:2]1[C:7]2[O:8][CH2:9][C:10](=[O:12])[N:11]([CH3:14])[C:6]=2[N:5]=[C:4]([CH3:13])[N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 608089HCID 608089, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 14638277HCID 14638277, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using the method of Sazonov, et al., Khimiya Geterotsiklicheskikh Soedinenii, 9, 1285-1288 (1972), 4-chloro-6,7-dihydro-2-methyl-8H-pyrimido[5,4-b ][1,4]oxazin-7-one was prepared. To a mixture of 8.0 g (0.0402 mole) of 4-chloro-6,7-dihydro-2-methyl-8H-pyrimido [5,4-b]1,4]oxazin-7-one and 17.9 ml of methyl iodide was added 8.75 g of 25% sodium methoxide in 250 ml of methanol, and the solution was heated at its reflux temperature for three hours. The solvent was removed by evaporation under vacuum, and the solid was separated by filtration, washed with water, and dried. The yellow solid was 4-chloro-6,7-dihydro-2,8-dimethylpyrimido[5,4-b][1,4]oxazin-7-one, m.p. 142°-143° C.

Workup

  1. customwas prepared
  2. additionTo a mixture of 8.0 g (0.0402 mole) of 4-chloro-6,7-dihydro-2-methyl-8H-pyrimido
  3. temperaturethe solution was heated at its
  4. temperaturereflux temperature for three hours
  5. customThe solvent was removed by evaporation under vacuum
  6. customthe solid was separated by filtration
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-26b621b8fe4e4dd3972513f3785f7393
Source dataset
uspto-grants-1992_11
Patent number
US05166343

Reaction notes

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