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Basic Information
CAS No.: 616201-80-0
Name: LorcaserinA
Molecular Structure:
Molecular Structure of 616201-80-0 (LorcaserinA)
Formula: C11H14Cl N
Molecular Weight: 195.692
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;
EINECS: 1312995-182-4
Density: 1.075g/cm3
Boiling Point: 288ºC
Flash Point: 128 ºC
PSA: 12.03000
LogP: 2.91800
Related products
Synthetic route
953789-37-2

1-((2-(4-chlorophenyl)ethyl)amino)-2-chloropropane hydrochloride

616201-80-0

(+/-)-Lorcaserin

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;
Raw Materials
616202-51-8
34164-14-2
824430-77-5
953789-37-2
156-41-2
95-50-1
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846589-98-8
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    Structure: Chemical Name:LorcaserinA CAS:616201-80-0 Formula:C11H14Cl N synonym:8-Chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine;(+/-)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine; 8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine

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Chemistry

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