Hydrochloric Acid → HCID 21817842, compound

HRID 1744762Notes

Reaction equation

HRID 1744762 reaction equation
[CH3:1][N:2]1[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[C:5](=[S:11])[NH:4][C:3]1=[O:12].I[CH3:14].Cl>[OH-].[Na+]>[CH3:1][N:2]1[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[C:5]([S:11][CH3:14])=[N:4][C:3]1=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6328Methyl iodide2×HCID 21817844HCID 21817844, compound

Product 1

HCID 21817842HCID 21817842, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

5.47 g (30 mmol) 1-methyl-2-oxo-4-thiono-1,2,3,4,6,7-hexahydro-5H-cyclopenta[d]pyrimidine was dissolved in 30 mL 1N NaOH. 2.18 mL (5.0 g, 35 mmol) iodomethane was added and the reaction allowed to continue for 30 minutes at room temperature during which the iodomethane gradually dissolved. The pH of the reaction mixture was adjusted to pH=7 with 2N HCl and then extracted 3 times with 50 mL chloroform. The collected chloroform fractions were washed with water, dried over MgSO4 and evaporated under reduced pressure. The residue was treated with 40 mL diethylether/hexane (1:1) and 5.16 g (88%) of the intermidiate 1-methyl-4-methylthio-2-oxo-1,2,6,7-tetrahydro-5H-cyclopenta[d]pyrimidine was obtained after filtration and drying (m.p. 139–140° C., Lit. 141–142° C.).

Workup

  1. extractionextracted 3 times with 50 mL chloroform
  2. washThe collected chloroform fractions were washed with water
  3. dry with materialdried over MgSO4
  4. customevaporated under reduced pressure
  5. additionThe residue was treated with 40 mL diethylether/hexane (1:1)

Sources & evidence

ORD record
ord-a26b27c1aa55460d9d3044d6edbd1f45
Source dataset
uspto-grants-2006_03
Patent number
US07018786B2

Reaction notes

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