10h-Phenothiazine-2-carbonitrile

Base Information

• Chemical Name: 10h-Phenothiazine-2-carbonitrile
• CAS No.: 38642-74-9
• Molecular Formula: C13H8N2S
• Molecular Weight: 224.286
• Hs Code.: 2934300000
• European Community (EC) Number: 254-057-3
• NSC Number: 170554
• UNII: 9GL34YY2GV
• DSSTox Substance ID: DTXSID50191957
• Nikkaji Number: J86.550H
• Wikidata: Q72458711
• ChEMBL ID: CHEMBL4795388
• Mol file: 38642-74-9.mol

Synonyms:38642-74-9;10h-phenothiazine-2-carbonitrile;2-Cyano-phenothiazine;2-Cyanophenothiazine;Phenothiazine-2-carbonitrile;2-Cyano Phenothiazine;9GL34YY2GV;2-CYANO-10H-PHENOTHIAZINE;EINECS 254-057-3;NSC-170554;2-phenothiazinecarbonitrile;NSC170554;NSC 170554;Periciazine M (ring);UNII-9GL34YY2GV;SCHEMBL4073961;CHEMBL4795388;DTXSID50191957;AM958;BCP25907;CS-M1886;AKOS015915312;CS-O-07707;AS-12336;FT-0612115;P2308;A824208;W-106472

Chemical Property of 10h-Phenothiazine-2-carbonitrile

Chemical Property:

• Appearance/Colour: Yellow Solid
• Vapor Pressure: 1.62E-07mmHg at 25°C
• Melting Point: 191-193°C
• Refractive Index: 1.742
• Boiling Point: 427.6 °C at 760 mmHg
• PKA: -3.04±0.20(Predicted)
• Flash Point: 212.4 °C
• PSA: 61.12000
• Density: 1.38 g/cm³
• LogP: 3.90448
• Storage Temp.: Refrigerator
• Solubility.: Chloroform
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 224.04081944
• Heavy Atom Count: 16
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

2-CyanoPhenothiazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC3=C(S2)C=CC(=C3)C#N
• Uses: Intermediate in the preparation of Cyamemazine, an antipsychotic agent.

Technology Process of 10h-Phenothiazine-2-carbonitrile

There total 25 articles about 10h-Phenothiazine-2-carbonitrile 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: 94.0%

2-chlorophenothiazine (92-39-7) + carbon dioxide (124-38-9,18923-20-1) → 10H-phenothiazine-2-carbonitrile (38642-74-9)

Guidance literature:

With nickel(II) acetylacetonate; potassium fluoride; phenylsilane; ammonia; zinc; bis(2-diphenylphosphinoethyl)phenylphosphine; In 1-methyl-pyrrolidin-2-one; at 90 - 140 ℃; for 20h; under 760.051 Torr; Sealed tube;

DOI:10.1038/s41467-020-17939-2

Reference yield: 92.6%

2-chlorophenothiazine (92-39-7) + copper(I) cyanide (544-92-3) → 10H-phenothiazine-2-carbonitrile (38642-74-9)

Guidance literature:

With p-toluenesulfonyl chloride; sodium iodide; lithium iodide; In quinoline; at 120 - 230 ℃; for 16h; Reagent/catalyst; Temperature;

Reference yield: 90.2%

2-chlorophenothiazine (92-39-7) + copper(l) cyanide → 10H-phenothiazine-2-carbonitrile (38642-74-9)

Guidance literature:

With potassium iodide; lithium iodide; In cyclohexane; at 85 - 218 ℃; for 10h; Solvent; Inert atmosphere;

upstream raw materials:

phenothiazine-2-carboxamide

2-(3'-cyanophenylaminophenyl)disulfide

4-((2-aminophenyl)thio)-3-fluorobenzonitrile

2-chlorophenothiazine

Downstream raw materials:

cyanopromazine

10-(3'-chloropropyl)-2-cyano-10H-phenothiazine

Refernces

• 1、 Delcaillau, Tristan,Woenckhaus-Alvarez, Adrian,Morandi, Bill. "Nickel-Catalyzed Cyanation of Aryl Thioethers". supporting information. p. 7018 - 7022. Retrieved 2021/09/13.
• 2、 Dong, Yanan,Li, Yuehui,Yang, Peiju,Zhao, Shizhen. "Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos–Ni(I) species". . . Retrieved 2020/08/19.