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1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride

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Name

1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride

EINECS N/A
CAS No. 953789-37-2 Density N/A
PSA 12.03000 LogP 4.29230
Solubility N/A Melting Point N/A
Formula C11H15 Cl2 N . Cl H Boiling Point N/A
Molecular Weight 268.614 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 953789-37-2 (1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane) Hazard Symbols N/A
Synonyms

1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane;1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane Hydrochloride;2-Chloro-N-(4-chlorophenethyl)propan-1-aMine hydrochloride;BenzeneethanaMine, 4-chloro-N-(2-chloropropyl)-, hydrochloride (1:1);2-chloro-N-(4-chlorophenethyl)propan-1-aMin hydrochloride;Lorcaserin interMediate;Lorcaserin iMpurity B;2-chloro-N-(4-chlorophenethyl)propan-1-aMiniuM chloride

Article Data 12

1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride Synthetic route

4-chloro-N-(2-chloro-1-oxopropyl)benzeneacetamide

953789-37-2

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

Conditions
ConditionsYield
With aluminum (III) chloride; sodium tetrahydroborate; chloro-trimethyl-silane In tetrahydrofuran at 70℃; for 24h; Inert atmosphere;96%
847063-13-2

1-[[2-(4-chlorophenyl)ethyl]amino]-2-hydroxypropane

953789-37-2

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

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl acetamide; toluene at 50 - 65℃; for 3h; Inert atmosphere;88.3%
With thionyl chloride In toluene at 70℃; for 10h;85%
With thionyl chloride In N,N-dimethyl acetamide; toluene at 45 - 60℃;81.3%
1030624-41-9

1-((4-chlorophenethyl)amino)propan-2-ol hydrochloride

953789-37-2

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

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl acetamide In toluene at 50 - 65℃; for 2.5h; Product distribution / selectivity;85.82%
With thionyl chloride In N,N-dimethyl acetamide; toluene at 50 - 65℃; Inert atmosphere;85.66%
With thionyl chloride at 50 - 62℃; for 2h; Product distribution / selectivity; Neat (no solvent);69.52%

N-(2-(4-chlorophenyl)ethyl)-4-methyl-N-(2-chloropropyl)benzenesulfonamide

953789-37-2

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

Conditions
ConditionsYield
With sulfuric acid In water at 120℃; for 2h; Temperature; Reagent/catalyst;84.7%
156-41-2

4-chlorophenylethylamine

953789-37-2

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium triflate / methanol / 6.5 h / 30 - 60 °C
2: N,N-dimethyl-formamide; thionyl chloride / toluene / 2 h / 45 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 20 - 60 °C / Inert atmosphere
2: thionyl chloride / N,N-dimethyl acetamide; toluene / 45 - 60 °C
View Scheme
1030624-36-2

2-(4-chlorophenyl)-N-(2-hydroxypropyl)acetamide

953789-37-2

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

Conditions
ConditionsYield
Stage #1: 2-(4-chlorophenyl)-N-(2-hydroxypropyl)acetamide With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0 - 65℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; toluene at 30 - 40℃; for 0.5h;
140-53-4

p-chlorobenzyl cyanide

953789-37-2

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0 - 55 °C / Inert atmosphere
2: potassium carbonate / acetonitrile / 20 - 60 °C / Inert atmosphere
3: thionyl chloride / N,N-dimethyl acetamide; toluene / 45 - 60 °C
View Scheme

1-(4-chlorophenyl)-2-((2-hydroxypropyl)amino)ethane-1-one

953789-37-2

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / 2-methyltetrahydrofuran / 0.25 h / 15 - 20 °C
1.2: 10 h / 60 °C
2.1: thionyl chloride / toluene / 10 h / 70 °C
View Scheme
937-20-2

p-chlorophenacyl chloride

953789-37-2

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium carbonate / ethanol / 8 h / 60 °C
2.1: sodium tetrahydroborate / 2-methyltetrahydrofuran / 0.25 h / 15 - 20 °C
2.2: 10 h / 60 °C
3.1: thionyl chloride / toluene / 10 h / 70 °C
View Scheme
1875-88-3

2-(4-Chlorophenyl)ethanol

953789-37-2

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen bromide / 91 - 96 °C / 517.55 - 1807.68 Torr
3: thionyl chloride; N,N-dimethyl acetamide / toluene / 50 - 65 °C
View Scheme

1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride Chemical Properties

Molecular Structure:

Molecular Formula: C11H16Cl3N
Molecular Weight: 268.61044
Systematic Name: Benzeneethanamine, 4-chloro-N-(2-chloropropyl)-, hydrochloride (1:1)
Synonyms of 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride (CAS NO.953789-37-2): 1-[[2-(4-Chlorophenyl)ethyl]amino]-2-chloropropane
CAS NO: 953789-37-2 
SMILES: CC(CNCCc1ccc(cc1)Cl)Cl.Cl 
InChI: InChI=1/C11H15Cl2N.ClH/c1-9(12)8-14-7-6-10-2-4-11(13)5-3-10;/h2-5,9,14H,6-8H2,1H3;1H 
InChIKey: ARSNVFGYXNWTPK-UHFFFAOYAV
Std. InChI: InChI=1S/C11H15Cl2N.ClH/c1-9(12)8-14-7-6-10-2-4-11(13)5-3-10;/h2-5,9,14H,6-8H2,1H3;1H 
Std. InChIKey: ARSNVFGYXNWTPK-UHFFFAOYSA-N

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