Thionyl Chloride → HCID 57446241, compound

HRID 1095373Notes

Reaction equation

HRID 1095373 reaction equation
S(Cl)([Cl:3])=O.[C:5]([N:9]1[C:21]([CH2:22]O)=[C:20]2[C:11]([C:12](=[O:24])[NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=32)=[N:10]1)([CH3:8])([CH3:7])[CH3:6]>ClCCCl>[ClH:3].[C:5]([N:9]1[C:21]([CH2:22][Cl:3])=[C:20]2[C:11]([C:12](=[O:24])[NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=32)=[N:10]1)([CH3:8])([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 57446233HCID 57446233, compound

Product 1

HCID 57446241HCID 57446241, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Thionyl chloride (6.0 mL, 9.9 g, 82.9 mmol) was added dropwise to a stirring suspension of 2-tert-butyl-1-(hydroxymethyl)-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one (4.5 g, 16.6 mmol) in 1,2-dichloroethane (160 mL) and the resulting suspension was stirred at ambient temperature overnight. The volatiles were removed under reduced pressure to yield 5.34 g of 2-tert-butyl-1-(chloromethyl)-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one hydrochloride as a brown solid.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-cc8ff4592d2f4ec3a20d108f57269894
Source dataset
uspto-grants-2012_03
Patent number
US08138173B2

Reaction notes

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