ChemicalBook CAS DataBase List 1-Chloroisoquinoline

1-Chloroisoquinoline synthesis

9synthesis methods

Product Name:1-Chloroisoquinoline
CAS Number:19493-44-8
Molecular formula:C9H6ClN
Molecular Weight:163.6

1532-72-5
164 suppliers
$15.00/1g

19493-44-8
253 suppliers
$6.00/1g

Yield:19493-44-8 85%

Reaction Conditions:

with trichlorophosphate at 105;Cooling with ice;

Steps:

11.2 Step 2: 1 -chloroisoquinoline
Phosphorus oxychloride (200 ml_) was added dropwise under ice-cold condition to isoquinolin-/V-oxide (20.0 g). The reaction mixture was then heated to reflux at 105 °C overnight. Phosphorus oxychloride was evaporated under reduced pressure, then the residue was quenched with ice and extracted with dichloromethane. The organic layer was separated, dried over sodium sulfate and concentrated. The crude was purified by column chromatography on silica gel using ethylacetate and petroleum ether as eluent (21.0 g; 85%). 1H NMR (400 MHz, DMSO-d6): δ 8.25-8.31 (m, 2H), 8.08 (d, J= 8.0 Hz, 1 H), 7.88-7.91 (m, 2H), 7.80-7.84 (m, 1 H). MS (ESI+): 164.0, HPLC (Method A) Rt 8.29min; HPLC purity 96.0 %

References:

ARES TRADING S.A.;SWINNEN, Dominique;MORANDI, Federica WO2013/92979, 2013, A1 Location in patent:Page/Page column 54

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