3-Chloro-10H-phenothiazine

Base Information

• Chemical Name: 3-Chloro-10H-phenothiazine
• CAS No.: 1207-99-4
• Molecular Formula: C12H8 Cl N S
• Molecular Weight: 233.721
• Hs Code.: 2934300000
• European Community (EC) Number: 214-898-9
• UNII: MAA2N1HWX6
• DSSTox Substance ID: DTXSID4061624
• Nikkaji Number: J217.060D
• Wikidata: Q27283757
• Mol file: 1207-99-4.mol

Synonyms:3-Chloro-10H-phenothiazine;1207-99-4;3-Chlorophenothiazine;10H-Phenothiazine, 3-chloro-;UNII-MAA2N1HWX6;MAA2N1HWX6;EINECS 214-898-9;3-chloro-10H-phenothiazine;3-Chlorphenothiazin;Oprea1_213932;Oprea1_579927;SCHEMBL239261;DTXSID4061624;PHENOTHIAZINE, 3-CHLORO-;AMY28630;AKOS000521089;AT22290;CS-0094324;Q27283757

Chemical Property of 3-Chloro-10H-phenothiazine

Chemical Property:

• Vapor Pressure: 1.55E-06mmHg at 25°C
• Boiling Point: 397.7°C at 760 mmHg
• Flash Point: 194.3°C
• PSA: 37.33000
• Density: 1.346g/cm³
• LogP: 4.68620
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 233.0065981
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

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

3-Chloro-10H-phenothiazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC3=C(S2)C=C(C=C3)Cl
• Uses: 3-Chloro-10H-phenothiazine is a derivative of Phenothiazine (P318040). Phonothiazine derivatives are used in dyes and pharmaceuticals, and as additives for lubricants and polymers.

Technology Process of 3-Chloro-10H-phenothiazine

There total 26 articles about 3-Chloro-10H-phenothiazine 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: 83.0%

C14H11BrClNOS → 3-chloro-10H-phenothiazine (1207-99-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 135 ℃; for 10h; Reagent/catalyst; Inert atmosphere; Green chemistry;

DOI:10.1039/c6ra01295g

Reference yield: 81.0%

o-bromothiophenol (6320-02-1) + N-(4-chloro-2-iodophenyl)acetamide (116035-66-6) → 3-chloro-10H-phenothiazine (1207-99-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 135 ℃; for 48h; Reagent/catalyst; Solvent; Mechanism; Inert atmosphere; Large scale; Green chemistry;

DOI:10.1039/c6ra01295g

Reference yield: 75.0%

2-amino-5-chlorobenzenethiol (23474-98-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 3-chloro-10H-phenothiazine (1207-99-4)

Guidance literature:

With Benzyl phenyl sulfone; oxygen; potassium iodide; In chlorobenzene; at 140 ℃; for 24h;

DOI:10.1039/c3ra43989e

upstream raw materials:

N-(4-chlorophenyl)aniline

acetic acid-[2-(4-chloro-2-nitro-phenylsulfanyl)-anilide]

4-chlorophenyl 2-nitrophenyl sulfide

1-azido-2-(4-chloro-phenylsulfanyl)-benzene

Downstream raw materials:

3-Chloropromazine

Refernces

• 1、 Beresneva,Abele. "Novel copper-catalyzed rearrangement of 2-aminobenzothiazoles to phenothiazines". . . Retrieved 2012.
• 2、 Hu, Weiye,Zhang, Songlin. "Method for the Synthesis of Phenothiazines via a Domino Iron-Catalyzed C-S/C-N Cross-Coupling Reaction". . p. 6128 - 6132. Retrieved 2015.
• 3、 Diudea,Silberg. "Free radicals of phenothiazine and related compounds. IV. Phenothiazinyl- and diphenothiazine-copper complexes as intermediates and products in the interaction of phenothiazines with copper(II) halides". . p. 769 - 776. Retrieved 1982.
• 4、 -. "Iron catalytic phenothiazine synthetic method of compound". Paragraph 0018; 0019; 0026; 0027. . Retrieved 2017/04/08.