Hydrochloric Acid → HCID 178503566, compound

HRID 1027484Notes

Reaction equation

HRID 1027484 reaction equation
[OH:1][C:2]1[C:7]([NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=2)=[C:6]([OH:18])[N:5]=[C:4]([SH:19])[N:3]=1.[OH-].[Na+].I[CH3:23].Cl>O.CN1CCCC1=O>[OH:18][C:6]1[C:7]([NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=2)=[C:2]([OH:1])[N:3]=[C:4]([S:19][CH3:23])[N:5]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178425296HCID 178425296, compound

Product 1

HCID 178503566HCID 178503566, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
0 °C

Procedure

28.6 g of N-(4,6-dihydroxy-2-mercapto-pyrimidin-5-yl)-3-methyl-benzamide in 280 ml of water were cooled to 0° C. With cooling, 10.3 g of sodium hydroxide were added, and the mixture was stirred at 0° C. for 30 min. Then a solution of 6.4 ml of iodomethane in 108 ml of N-methylpyrrolidin-2-one was added. After completion of the reaction (6 h), the mixture was acidified with 6 N hydrochloric acid, and the precipitate filtered off and dried. 21.3 g of the title compound were obtained.

Workup

  1. temperatureWith cooling
  2. customAfter completion of the reaction (6 h)
  3. filtrationthe precipitate filtered off
  4. customdried

Sources & evidence

ORD record
ord-0947ccf4e22d4848be8ddc7b09d70bbe
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

Loading…