8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Base Information

• Chemical Name: 8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine
• CAS No.: 616201-80-0
• Molecular Formula: C11H14Cl N
• Molecular Weight: 195.692
• DSSTox Substance ID: DTXSID90440335,DTXSID30861560
• Pharos Ligand ID: C2RBV4M8FKPA
• Metabolomics Workbench ID: 143813
• ChEMBL ID: CHEMBL181172
• Mol file: 616201-80-0.mol

Synonyms:616201-80-0;Lorcaserin A;8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine;LorcaserinA;1H-3-Benzazepine, 8-chloro-2,3,4,5-tetrahydro-1-methyl-;7-chloro-5-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine;CHEMBL181172;8-CHLORO-1-METHYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE;1H-3-Benzazepine, 8-chloro-2,3,4,5-tetrahydro-1-methyl-, (1S)-;SCHEMBL170848;1H-3-Benzazepine,8-chloro-2,3,4,5-tetrahydro-1-methyl-;DTXSID30861560;DTXSID90440335;XTTZERNUQAFMOF-UHFFFAOYSA-N;HMS3750C11;AMY42081;BCP04102;BCP12980;CS-M1985;BDBM50161628;MFCD09833669;AKOS006326203;AB52743;AB52744;SB16626;AS-41614;FT-0696347;A12378;A868668;L023561;ETHYL3-[(HYDRAZINOTHIOXOMETHYL)AMINO]BENZOATE;(1R,S)-8-chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine

Chemical Property of 8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Chemical Property:

• Boiling Point: 288ºC
• PKA: 9.99±0.40(Predicted)
• Flash Point: 128 ºC
• PSA: 12.03000
• Density: 1.075g/cm³
• LogP: 2.91800
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.0814771
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99%+ ^*data from raw suppliers

8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[D]azepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNCCC2=C1C=C(C=C2)Cl

Technology Process of 8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

There total 33 articles about 8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-[[2-(4-chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride (953789-37-2) → (+/-)-Lorcaserin (616201-80-0,616202-92-7)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-benzene; at 120 - 125 ℃; Inert atmosphere;

Reference yield: 92.3%

N-(4-chlorophenylethyl)propyl-2-ene-1-amine hydrochloride → (+/-)-Lorcaserin (616201-80-0,616202-92-7)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-benzene; at 110 ℃; for 4h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.5b00144

Reference yield: 83.9%

N-(4-chlorophenylethyl)propyl-2-ene-1-amine trifluoroacetate → (+/-)-Lorcaserin (616201-80-0,616202-92-7)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-benzene; at 110 ℃;

upstream raw materials:

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

N-(4-chlorophenylethyl)-2-chloropropanamide

4-chlorophenylethylamine

1-(8-chloro-1-methyl-1,2,4,5-tetrahydro-3H-benzo[d]azepin-3-yl)-2,2,2-trifluoroethan-1-one

Downstream raw materials:

bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate

(R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hemitartrate

Lorcaserin hydrochloride

lorcaserin

Refernces

• 1、 -. "Method for preparing lorcaserin". Paragraph 0029-0034. . Retrieved 2020/08/22.
• 2、 -. "Preparation method of lorcaserin intermediate". . . Retrieved 2017/08/29.