10H-Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)propyl)-

Base Information

• Chemical Name: 10H-Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)propyl)-
• CAS No.: 7678-64-0
• Molecular Formula: C18H19N3S
• Molecular Weight: 309.4286
• DSSTox Substance ID: DTXSID50227588
• Wikidata: Q83107393
• ChEMBL ID: CHEMBL3275585
• Mol file: 7678-64-0.mol

Synonyms:Cyanopromazine;7678-64-0;CHEMBL3275585;10-(3-(Dimethylamino)propyl)-10H-phenothiazine-2-carbonitrile;10H-Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)propyl)-;SCHEMBL9669849;DTXSID50227588;BDBM50497151;C18-H19-N3-S

Chemical Property of 10H-Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)propyl)-

Chemical Property:

• Vapor Pressure: 3.88E-09mmHg at 25°C
• Boiling Point: 473.6°Cat760mmHg
• Flash Point: 240.2°C
• Density: 1.24g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 309.12996879
• Heavy Atom Count: 22
• Complexity: 416

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)C#N

Technology Process of 10H-Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)propyl)-

There total 12 articles about 10H-Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)propyl)- 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: 75.0%

formamide (77287-34-4,77287-35-5,60100-09-6) + 3-(2-bromo-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine (1757-73-9) → cyanopromazine (7678-64-0)

Guidance literature:

With [2,2]bipyridinyl; aluminum (III) chloride; nickel(II) acetylacetonate; zinc(II) oxide; In 1,2-dimethoxyethane; at 145 ℃; for 12h;

DOI:10.1021/acscatal.8b05111

Reference yield: 49.0%

2-methyl-2-phenylmalononitrile (86164-70-7) + 3-(2-bromo-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine (1757-73-9) → cyanopromazine (7678-64-0)

Guidance literature:

With C₁₀H₈Br₂N₂Ni*(x)H₂O; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b11208

Reference yield: 37.0%

chlorpromazine hydrochloride (69-09-0) + urea (57-13-6) → cyanopromazine (7678-64-0)

Guidance literature:

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

DOI:10.1038/s41467-020-17939-2

upstream raw materials:

10H-phenothiazine-2-carbonitrile

3-(Dimethylamino)propyl chloride

2-chlorophenothiazine

formamide