Propionitrile, 3-(2-chloro-10-phenothiazinyl)-

Base Information

• Chemical Name: Propionitrile, 3-(2-chloro-10-phenothiazinyl)-
• CAS No.: 4414-83-9
• Molecular Formula: C15H11ClN2S
• Molecular Weight: 286.785
• Hs Code.: 2934300000
• European Community (EC) Number: 636-947-7
• NSC Number: 169012
• UNII: 8MQ6IG20D3
• DSSTox Substance ID: DTXSID80196056
• Nikkaji Number: J25.717F
• Wikidata: Q83069149
• ChEMBL ID: CHEMBL4569038
• Mol file: 4414-83-9.mol

Synonyms:4414-83-9;3-(2-chlorophenothiazin-10-yl)propanenitrile;Propionitrile, 3-(2-chloro-10-phenothiazinyl)-;2-Chloro-9-phenothiazinepropionitrile;NSC 169012;BRN 0268973;8MQ6IG20D3;3-(2-chloro-10H-phenothiazin-10-yl)propanenitrile;2-Chloro-10-phenothiazinepropionitrile;NSC-169012;C15H11ClN2S;4-27-00-01295 (Beilstein Handbook Reference);NSC169012;2-CHLORO-10-(2-CYANOETHYL)-10H-PHENOTHIAZINE;ChemDiv3_000707;Cambridge id 5216124;3-(2-Chloro-phenothiazin-10-yl)-propionitrile;UNII-8MQ6IG20D3;Oprea1_326553;Oprea1_760264;SCHEMBL6676525;CHEMBL4569038;C15-H11-Cl-N2-S;DTXSID80196056;HMS1475A03;STK830966;AKOS000547581;CCG-274803;IDI1_019673;LS-124913;2-Chloro-10H-phenothiazine-10-propanenitrile;10H-Phenothiazine-10-propanenitrile, 2-chloro-;AG-205/13323006;SR-01000403941;SR-01000403941-1;BRD-K88392003-001-01-6

Chemical Property of Propionitrile, 3-(2-chloro-10-phenothiazinyl)-

Chemical Property:

• Vapor Pressure: 9.47E-10mmHg at 25°C
• Boiling Point: 490°C at 760 mmHg
• Flash Point: 250.2°C
• PSA: 52.33000
• Density: 1.327g/cm³
• LogP: 4.92138
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 286.0331472
• Heavy Atom Count: 19
• Complexity: 366

Purity/Quality:

99%min ^*data from raw suppliers

2-CHLORO-10-(2-CYANOETHYL)-10H-PHENOTHIAZINE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N(C3=C(S2)C=CC(=C3)Cl)CCC#N
• Uses: 2-Chloro-10-phenothiazinepropionitrile is an intermediate in the synthesis of Didesmethylchlorpromazine Hydrochloride (D440905), an impurity of Chlorpromazine (C424750) which has antiemetic; antipsychotic properties.

Technology Process of Propionitrile, 3-(2-chloro-10-phenothiazinyl)-

There total 3 articles about Propionitrile, 3-(2-chloro-10-phenothiazinyl)- 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: 61.0%

2-chlorophenothiazine (92-39-7) + acrylonitrile (107-13-1,25014-41-9) → 3-(2-chloro-10H-phenothiazin-10-yl)propanonitrile (4414-83-9)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In 1,4-dioxane; for 90h;

Reference yield:

3-chlorodiphenylamine (101-17-7) → 3-(2-chloro-10H-phenothiazin-10-yl)propanonitrile (4414-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; sulfur

2: hydroquinone; tri-N-methyl-anilinium hydroxide

With iodine; trimethylphenylammonium hydroxide; sulfur; hydroquinone;

Reference yield:

→ 3-(2-chloro-10H-phenothiazin-10-yl)propanonitrile (4414-83-9)

Guidance literature:

entspr. Alkohol, 1) CH3SO2Cl, 2) KCN;

upstream raw materials:

2-chlorophenothiazine

acrylonitrile

3-chlorodiphenylamine

Downstream raw materials:

Norchlorpromazine

3-(2-Chloro-phenothiazin-10-yl)-N-methyl-N-phenyl-propionamide

2-chloro-10-(3-aminopropyl)phenothiazine

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Refernces

• 1、 Brufani,Cesta,Filocamo,Lappa,Marta,Pomponi,Meroni,Pagella. "Synthesis of phenothiazine derivatives as potential inhibitors of phospholipase C". . p. 585 - 597. Retrieved 2007/10/02.