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Cas Database

Name	Lorcaserin A	EINECS	1312995-182-4
CAS No.	616201-80-0	Density	1.075g/cm³
PSA	12.03000	LogP	2.91800
Solubility	N/A	Melting Point	N/A
Formula	C₁₁H₁₄Cl N	Boiling Point	288ºC
Molecular Weight	195.692	Flash Point	128 ºC
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	(?à)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine;8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine;	Article Data	30

Lorcaserin A Synthetic route

: 953789-37-2
1-((2-(4-chlorophenyl)ethyl)amino)-2-chloropropane hydrochloride

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-benzene at 120 - 125℃; Inert atmosphere;	99%
With aluminum (III) chloride at 120 - 125℃; for 3h; Inert atmosphere; Large scale;	97%
With aluminum (III) chloride In 1,2-dichloro-benzene at 135 - 140℃;	96.1%

: N-(4-chlorophenylethyl)propyl-2-ene-1-amine hydrochloride

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-benzene at 110℃; for 4h; Solvent; Temperature; Reagent/catalyst; Friedel-Crafts Alkylation; Inert atmosphere; Large scale;	92.3%
With aluminum (III) chloride In 1,2-dichloro-benzene at 110℃; Friedel-Crafts Alkylation;	84.5%
With aluminum (III) chloride In 1,2-dichloro-benzene at 110℃;	84.5%
With zinc(II) chloride at 125℃; for 6.41667h; Reagent/catalyst; Friedel-Crafts Alkylation;	230 mg

: N-(4-chlorophenylethyl)propyl-2-ene-1-amine trifluoroacetate

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-benzene at 110℃; Friedel-Crafts Alkylation;	83.9%
With aluminum (III) chloride In 1,2-dichloro-benzene at 110℃;	83.9%

: 1247548-14-6
N-(4-chlorophenylethyl)propyl-2-ene-1-amine

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-benzene at 90℃; Friedel-Crafts Alkylation;	82.1%
With aluminum (III) chloride at 125℃; for 6.41667h; Friedel-Crafts Alkylation;	230 mg

: N-allyl-N-(4-chlorophenethyl)carbamic acid tert-butyl ester

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With aluminum (III) chloride In chlorobenzene at 110℃; Solvent; Temperature;	81.6%
Multi-step reaction with 2 steps 1: hydrogenchloride / ethyl acetate / 20 °C / pH 2 / Large scale 2: aluminum (III) chloride / 1,2-dichloro-benzene / 4 h / 110 °C / Inert atmosphere; Large scale View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / ethyl acetate / 20 °C 2: aluminum (III) chloride / 1,2-dichloro-benzene / 110 °C View Scheme
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: aluminum (III) chloride / 1,2-dichloro-benzene / 110 °C View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / water; ethyl acetate / 20 °C 2: aluminum (III) chloride / 1,2-dichloro-benzene / 110 °C View Scheme

: 824430-77-5
8-chloro-1-methyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With borane-THF at 20℃; for 10h;	70%
With borane In diethyl ether
With sodium tetrahydroborate; chloro-trimethyl-silane In 1,2-dichloro-ethane at 70℃; for 20h; Solvent; Temperature; Cooling with ice;	0.89 g

: 34164-14-2
N-(4-chlorophenylethyl)-2-chloropropanamide

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 / 150 - 200 °C 2: BH3 / diethyl ether View Scheme
Multi-step reaction with 2 steps 1: aluminum (III) chloride / 8 h / 150 °C 2: chloro-trimethyl-silane; sodium tetrahydroborate / 1,2-dichloro-ethane / 20 h / 70 °C / Cooling with ice View Scheme

: 156-41-2
4-chlorophenylethylamine

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / CH2Cl2 2: AlCl3 / 150 - 200 °C 3: BH3 / diethyl ether View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / tetrahydrofuran / 18 h / 20 °C 2: zinc(II) chloride / 6.42 h / 125 °C View Scheme
Multi-step reaction with 4 steps 1: dmap / dichloromethane / 0 - 20 °C / Large scale 2: potassium carbonate; potassium hydroxide; tetrabutylammomium bromide / toluene / 5 h / 80 °C / Large scale 3: hydrogenchloride / ethyl acetate / 20 °C / pH 2 / Large scale 4: aluminum (III) chloride / 1,2-dichloro-benzene / 4 h / 110 °C / Inert atmosphere; Large scale View Scheme

: 616202-51-8
(1R,S)-N-trifluoroacetyl-8-chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 60℃; for 3.5h;	35 mg
With sodium hydroxide In methanol
With sodium hydroxide In methanol; water at 60℃; for 3.5h;

: 953789-37-2
1-((2-(4-chlorophenyl)ethyl)amino)-2-chloropropane hydrochloride

: 95-50-1
1,2-dichloro-benzene

: 616201-80-0
(+/-)-Lorcaserin

Conditions

Conditions	Yield
Stage #1: 1-[[2-(4-chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride; 1,2-dichloro-benzene With aluminum (III) chloride at 126℃; for 16h; Friedel Crafts; Industry scale; Inert atmosphere; Stage #2: With sodium hydroxide In cyclohexane; water pH=12; Product distribution / selectivity; Industry scale;

Lorcaserin A Chemical Properties

Product Name: LorcaserinA
Synonyms of LorcaserinA (CAS NO.616201-80-0): 8-Chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine
CAS NO: 616201-80-0
Molecular Formula of LorcaserinA (CAS NO.616201-80-0): C₁₁H₁₄ClN
Molecular Weight: 195.69
Molecular Structure:

Boiling Point: 288 º C
Density of LorcaserinA (CAS NO.616201-80-0): 1.075g/cm³
Flash Point: 128 º C

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