Hydrochloric Acid → HCID 178490494, compound

HRID 403460Notes

Reaction equation

HRID 403460 reaction equation
[OH:1][C:2]1[C:7]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[C:14]([CH3:16])[C:13]([O:17][CH3:18])=[C:12]([CH3:19])[CH:11]=2)=[C:6]([OH:21])[N:5]=[C:4]([S-:22])[N:3]=1.[Na+].[OH-].[Na+].I[CH3:27].Cl>O.CN1CCCC1=O>[OH:21][C:6]1[C:7]([NH:8][C:9](=[O:20])[C:10]2[CH:11]=[C:12]([CH3:19])[C:13]([O:17][CH3:18])=[C:14]([CH3:16])[CH:15]=2)=[C:2]([OH:1])[N:3]=[C:4]([S:22][CH3:27])[N:5]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178490495HCID 178490495, compound

Product 1

HCID 178490494HCID 178490494, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent2×

Conditions

Temperature
0 °C

Procedure

19.1 g of sodium 4,6-dihydroxy-5-(4-methoxy-3,5-dimethyl-benzoylamino)-pyrimidine-2-thiolate in 190 ml of water and 80 ml of N-methylpyrrolidin-2-one were cooled to 0° C. With cooling, 5.9 g of sodium hydroxide were added, and the mixture was then stirred at 0° C. for 30 min. Then a solution of 3.7 ml of iodomethane in 4.3 ml of N-methylpyrrolidin-2-one was added. After completion of the reaction (2 h), the mixture was acidified with concentrated hydrochloric acid. The resulting precipitate was isolated by suction, washed with water and dried in vacuo. 10.1 g of the title compound were obtained.

Workup

  1. temperatureWith cooling
  2. customAfter completion of the reaction (2 h)
  3. customThe resulting precipitate was isolated by suction
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-7476fcf748ac4467828cbbdcc5f3fa29
Source dataset
uspto-grants-2014_06
Patent number
US08748436B2

Reaction notes

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