1,2,3,4,5,6-Hexahydro-2-benzazocine

Base Information

• Chemical Name: 1,2,3,4,5,6-Hexahydro-2-benzazocine
• CAS No.: 7124-94-9
• Molecular Formula: C11H15N
• Molecular Weight: 161.247
• UNII: 8H8W6577DV
• ChEMBL ID: CHEMBL116945
• Nikkaji Number: J775.073K
• Mol file: 7124-94-9.mol

Synonyms:1,2,3,4,5,6-hexahydro-2-benzazocine;7124-94-9;1,2,3,4,5,6-Hexahydro-benzo[c]azocine;CHEMBL116945;2-Benzazocine, 1,2,3,4,5,6-hexahydro-;8H8W6577DV;1,2,3,4,5,6-Hexahydro-benz(C)azocine;UNII-8H8W6577DV;SCHEMBL4503618;AMY21084;BDBM50052889;1,2,3,4,5,6-Hexahydrobenzo[c]azocine;PD179121;EN300-1601984;Z1262564835

Chemical Property of 1,2,3,4,5,6-Hexahydro-2-benzazocine

Chemical Property:

• PSA: 12.03000
• LogP: 2.44130
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 133

Purity/Quality:

1,2,3,4,5,6-Hexahydro-benzo[c]azocine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCNCC2=CC=CC=C2C1

Technology Process of 1,2,3,4,5,6-Hexahydro-2-benzazocine

There total 9 articles about 1,2,3,4,5,6-Hexahydro-2-benzazocine 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: 77.0%

1,4,5,6-tetrahydro-2H-benzo[c]azocin-3-one (1402169-28-1) → 1,2,3,4,5,6-hexahydrobenzo[c]azocine (7124-94-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 10.5h; Reflux;

DOI:10.1021/acs.joc.5b01687

Reference yield:

2-methyl-1,2,3,4,5,6-hexahydrobenzo[c]azocine (7252-19-9) → 1,2,3,4,5,6-hexahydrobenzo[c]azocine (7124-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 36 h / Heating

2: aq. hydrazine / 6 h / Heating

With hydrazine hydrate; In toluene;

DOI:10.1021/jm9508292

Reference yield:

2-(3,4-Dichloro-phenylmethanesulfonyl)-1,2,3,4,5,6-hexahydro-benzo[c]azocine (111875-07-1) → 1,2,3,4,5,6-hexahydrobenzo[c]azocine (7124-94-9)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In benzene; at 80 ℃; for 10h;

upstream raw materials:

N-benzenesulfonyl-N-(4-phenyl-butyl)-glycine

2-(3,4-Dichloro-phenylmethanesulfonyl)-1,2,3,4,5,6-hexahydro-benzo[c]azocine

2-methyl-1,2,3,4,5,6-hexahydrobenzo[c]azocine

4-phenyl-1-butylamine

Downstream raw materials:

benzene-1,2-dicarboxylic acid

1,2,3,4,5,6-hexahydro-benz[c]azocine; picrate

Refernces

• 1、 Grunewald, Gary L.,Dahanukar, Vilas H.,Ching, Piao,Criscione, Kevin R.. "Effect of ring size or an additional heteroatom on the potency and selectivity of bicyclic benzylamine-type inhibitors of phenylethanolamine N- methyltransferase". . p. 3539 - 3546. Retrieved 2007/10/03.