Thionyl Chloride → HCID 178424660, compound

HRID 584802Notes

Reaction equation

HRID 584802 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][C:8]1[C:9]([CH3:28])=[N:10][C:11]2[N:12]([C:15]([CH3:27])=[N:16][C:17]=2[C:18]2[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][C:19]=2[CH3:26])[C:13]=1[OH:14]>C1(C)C=CC=CC=1>[Cl:3][CH2:6][CH2:7][C:8]1[C:9]([CH3:28])=[N:10][C:11]2[N:12]([C:15]([CH3:27])=[N:16][C:17]=2[C:18]2[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][C:19]=2[CH3:26])[C:13]=1[OH:14]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178424661HCID 178424661, compound

Product 1

HCID 178424660HCID 178424660, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Thionyl chloride (112 mL, 1.54 mmol) was added to a solution of 3-(2-hydroxyethyl)-8-mesityl-2,6-dimethylimidazo[1,5-a]pyrimidin-4-ol (500 mg, 1.54 mmol) in toluene (5 mL) at 80° C., followed by stirring for one hour. After cooling to room temperature, the resulting crystals were washed with diethyl ether, to give the title compound (360 mg) as pale brown crystals.

Workup

  1. washthe resulting crystals were washed with diethyl ether

Sources & evidence

ORD record
ord-ae5c16c3960d48919b3f4744020b04df
Source dataset
uspto-grants-2005_08
Patent number
US06927221B2

Reaction notes

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