Methyl iodide → HCID 14638277, compound

HRID 1534347Notes

Reaction equation

HRID 1534347 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, compound2×HCID 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 8.0g (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 8.75g 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. temperaturethe solution was heated at its
  3. temperaturereflux temperature for three hours
  4. customThe solvent was removed by evaporation under vacuum
  5. customthe solid was separated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-49d7b69e4ef642e79173d4ba59964c1e
Source dataset
uspto-grants-1992_02
Patent number
US05089493

Reaction notes

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