Hydrochloric Acid → HCID 178490494, compound

HRID 633613Notes

Reaction equation

HRID 633613 reaction equation
[OH-].[Na+].[OH:3][C:4]1[C:9]([NH:10][C:11](=[O:22])[C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([O:19][CH3:20])=[C:14]([CH3:21])[CH:13]=2)=[C:8]([OH:23])[N:7]=[C:6]([S-:24])[N:5]=1.[Na+].I[CH3:27].Cl>O.CN1CCCC1=O>[OH:23][C:8]1[C:9]([NH:10][C:11](=[O:22])[C:12]2[CH:13]=[C:14]([CH3:21])[C:15]([O:19][CH3:20])=[C:16]([CH3:18])[CH:17]=2)=[C:4]([OH:3])[N:5]=[C:6]([S:24][CH3:27])[N:7]=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 962WaterSolvent2×HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
0 °C

Procedure

22.78 g of sodium hydroxide were initially charged in 735 ml of water, the mixture was cooled to 0° C., 78.21 g of sodium 4,6-dihydroxy-5-(4-methoxy-3,5-dimethylbenzoylamino)pyrimidine-2-thiolate and 365 ml of N-methyl-2-pyrrolidone were added and, after 30 min at 0° C., 14.2 ml of iodomethane were added dropwise. After 2 hours at 0° C., the reaction mixture was carefully adjusted to pH 2 using concentrated aqueous hydrochloric acid. About 200 ml of water were added, and the precipitated solid was filtered off with suction, washed with water until neutral and dried under reduced pressure. This gave 50.89 g (67%) of the title compound, which was reacted further without any further purification.

Workup

  1. filtrationthe precipitated solid was filtered off with suction
  2. washwashed with water until neutral and
  3. customdried under reduced pressure
  4. customThis gave 50.89 g (67%) of the title compound, which was reacted further without any further purification

Sources & evidence

ORD record
ord-2441c68c339e4621a2c9bc80d284b487
Source dataset
uspto-grants-2016_04
Patent number
US09321787B2

Reaction notes

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