Sodium Hydroxide → HCID 178491708, compound

HRID 1637779Notes

Reaction equation

HRID 1637779 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([SH:12])[N:3]=1.[OH-].[Na+].[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1>C(O)C.O>[F:10][C:8]([F:9])([F:11])[C:6]1[N:5]=[C:4]([S:12][CH2:21][C:20]2[CH:23]=[CH:24][C:17]([O:16][CH3:15])=[CH:18][CH:19]=2)[N:3]=[C:2]([OH:1])[CH:7]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 699934-Methyloxybenzyl chlorideHCID 178516148HCID 178516148, compound

Product 1

HCID 178491708HCID 178491708, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4-hydroxy-6-trifluoromethyl-2-pyrimidinethiol (Cpd #264; 4.90 g, 25.0 mmol) in ethanol (8 ml) is treated with 3.25 N NaOH (8 ml, 26.0 mmol) followed by 4-methoxybenzyl chloride (3.5 ml, 25.7 mmol). After refluxing for 1 hr, the reaction is diluted with water and filtered. The solid is recrystallized from ethanol: 4.63 g (14.6 mmol, 58%), mp 169-170° C.

Workup

  1. temperatureAfter refluxing for 1 hr
  2. filtrationfiltered
  3. customThe solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-8fb8e5bcd6cb44cea65d086fdd1e0443
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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