Thionyl Chloride → HCID 178424660, compound

HRID 966009Notes

Reaction equation

HRID 966009 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-36a7611543e94847a338ddf231a9258f
Source dataset
uspto-grants-2005_10
Patent number
US06951865B2

Reaction notes

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