Hexahydro-2H-azepine-2-thione

Base Information

• Chemical Name: Hexahydro-2H-azepine-2-thione
• CAS No.: 7203-96-5
• Molecular Formula: C6H11 N S
• Molecular Weight: 129.226
• European Community (EC) Number: 230-572-9
• NSC Number: 14023
• UNII: AP7T5FNH9W
• DSSTox Substance ID: DTXSID60222342
• Nikkaji Number: J84.643K
• Mol file: 7203-96-5.mol

Synonyms:azepane-2-thione;7203-96-5;Thiocaprolactam;Hexahydro-2H-azepine-2-thione;2-Thioxohexamethyleneimine;.epsilon.-Caprothiolactam;.epsilon.-Thiocaprolactam;epsilon-Thiocaprolactam;2H-Azepine-2-thione, hexahydro-;.omega.-Thiocaprolactam;cis-Hexahydro-2-azepinethione;2-AZEPINETHIONE, HEXAHYDRO-, (Z)-;NSC 14023;epsilon-Caprothiolactam;NSC14023;EINECS 230-572-9;AP7T5FNH9W;NSC-14023;2-Azepanethione;?-Thiocaprolactam;2-Azepanethione #;omega-Thiocaprolactam;Hexahydro-2-azepinethione;UNII-AP7T5FNH9W;omega-Thiocaprolactam, 98%;SCHEMBL109415;W-THIOCAPROLACTAM 98%;PERHYDROAZEPINE-2-THIONE;DTXSID60222342;1-AZA-2-CYCLOHEPTANETHIONE;MFCD00006937;NSC816944;STK301578;AKOS003791195;BS-3770;NSC-816944;2H-Azepine-2-thione, hexahydro- (8CI);LS-22896;FT-0625679;T1297

Chemical Property of Hexahydro-2H-azepine-2-thione

Chemical Property:

• Melting Point: 107 °C
• Boiling Point: 171 °C / 10mmHg
• Flash Point: 70.2oC
• PSA: 44.12000
• Density: 1.05g/cm3
• LogP: 1.80620
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 129.06122053
• Heavy Atom Count: 8
• Complexity: 90.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

azepane-2-thione ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=S)NCC1

Technology Process of Hexahydro-2H-azepine-2-thione

There total 11 articles about Hexahydro-2H-azepine-2-thione 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%

caprolactam (105-60-2,9012-16-2) → 1-azacycloheptane-2-thione (7203-96-5)

Guidance literature:

With pyridin-1-ium-1-yl[pyridin-1-ium-1-yl(sulfido)phosphinothioyl]sulfanyl-sulfido-thioxo-phosphane; In acetonitrile; for 0.5h; Reflux;

DOI:10.1021/jo101865y

Reference yield: 99.0%

→ 1-azacycloheptane-2-thione (7203-96-5)

Guidance literature:

Reference yield: 76.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-azacycloheptane-2-thione (7203-96-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; O,O-Diethyl hydrogen phosphorodithioate; In 1,4-dioxane; at 80 - 90 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.10.089

upstream raw materials:

caprolactam

thioacetic acid

cyclohexanone-oxime

1-amino-5-cyanopentane

Downstream raw materials:

hexamethylene imine

pentetrazole

perhydro-2-azepinone oxime

N-benzoylazepan-2-thione

Refernces

• 1、 Xie,Lightner. "Synthesis and properties of thiolactam analogs of pyrromethenones". . p. 1753 - 1756. Retrieved 1991.
• 2、 Shang, Jing,Thombare, Varsha J.,Charron, Carlie L.,Wille, Uta,Hutton, Craig A.. "Ring Expansion of Thiolactams via Imide Intermediates: An Amino Acid Insertion Strategy". supporting information. p. 1620 - 1625. Retrieved 2020/12/23.
• 3、 Xu, Bin,Zhong, Xue,Wang, Xi-Cun,Quan, Zheng-Jun. "An Aluminum(III)-Catalyzed Thioamide-Aldehyde-Styrene Condensation: Direct Synthesis of Allylic Thioamide Derivatives". supporting information. p. 2237 - 2240. Retrieved 2016/11/07.