2-Chloro-5-chloromethylthiazole

Base Information

• Chemical Name: 2-Chloro-5-chloromethylthiazole
• CAS No.: 105827-91-6
• Molecular Formula: C4H3Cl2NS
• Molecular Weight: 168.047
• Hs Code.: 29349990
• European Community (EC) Number: 429-830-5,600-684-6
• UNII: 857BYZ5HZD
• DSSTox Substance ID: DTXSID40376791
• Nikkaji Number: J1.381.716B
• Wikidata: Q22829490
• Mol file: 105827-91-6.mol

Synonyms:2-Chloro-5-chloromethylthiazole;105827-91-6;2-chloro-5-(chloromethyl)thiazole;2-chloro-5-(chloromethyl)-1,3-thiazole;2-chloro-5-chloromethyl-thiazole;2-Chloro-5-thiazolylmethyl chloride;2-chloro-5-chloromethyl thiazole;THIAZOLE, 2-CHLORO-5-(CHLOROMETHYL)-;2-chloro-5-chloromethyl-1,3-thiazole;857BYZ5HZD;EC 429-830-5;UNII-857BYZ5HZD;SCHEMBL335264;DTXSID40376791;VRMUIVKEHJSADG-UHFFFAOYSA-N;2-chloro-5-thiazolylmethylchloride;5-(chloromethyl)-2-chlorothiazole;BCP14042;STR02200;GEO-00665;MFCD01073549;AKOS005256315;5-chloromethyl-2-chloro-1,3-thiazole;AB08016;AC-1163;AM90548;BR32762;CS-W002731;SB67323;SC10162;A2007;C3295;FT-0601078;EN300-62780;2-Chloro-5-chloromethylthiazole, analytical standard;Q-200257;PyClU?Chlorodipyrrolidinocarbenium hexafluorophosphate;2-CHLORO-5-(CHLOROMETHYL)-1,3-THIAZOLE;2-CHLORO-5-CHLOROMETHYLTHIAZOLE;2-CHLORO-5-THIAZOLYLMETHYL CHLORIDE

Chemical Property of 2-Chloro-5-chloromethylthiazole

Chemical Property:

• Appearance/Colour: white to pale yellow crystal or colorless liquid
• Vapor Pressure: 0.0126mmHg at 25°C
• Melting Point: 31 °C
• Refractive Index: 1.583
• Boiling Point: 268.6 °C at 760 mmHg
• PKA: 0.19±0.10(Predicted)
• Flash Point: 116.3 °C
• PSA: 41.13000
• Density: 1.503 g/cm³
• LogP: 2.53530
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 166.9363257
• Heavy Atom Count: 8
• Complexity: 80.4

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-(chloromethyl)thiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 36/37/38-51/53-43-34-24-22
• Safety Statements: 26-37-61-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=N1)Cl)CCl
• Description: 2-Chloro-5-chloromethylthiazole is used as pharmaceutical and agrochemical intermediate. It is also used as intermediate of insecticides Thiamethoxam and Clothianidin. It is also useful in in the synthesis of Ritonavir (R535000); a second-generation anti-AIDS drug and a selective HIV protease inhibitor.

Technology Process of 2-Chloro-5-chloromethylthiazole

There total 16 articles about 2-Chloro-5-chloromethylthiazole 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: 98.0%

2-chloro-3-isothiocyanato-1-propene (14214-31-4) → α-Cl-β-thiazolyl chloride (105827-91-6)

Guidance literature:

With hydrogenchloride; chlorine; In 1,2-dichloro-ethane; at 0 - 60 ℃; for 1h; Temperature;

Reference yield: 91.2%

3-chloro-1-isothiocyanato-1-propene (196406-44-7) → α-Cl-β-thiazolyl chloride (105827-91-6)

Guidance literature:

With sulfuryl dichloride; sodium hydrogencarbonate;

Reference yield: 91.0%

2,3-Dichloroprop-1-ene (78-88-6) + sodium thiocyanide (540-72-7) → α-Cl-β-thiazolyl chloride (105827-91-6)

Guidance literature:

2,3-Dichloroprop-1-ene; sodium thiocyanide; In water; at 93 ℃; for 6h; Sonication; Large scale;

With sulfuryl dichloride; In water; at 50 ℃; for 6h; Temperature; Sonication; Large scale;

upstream raw materials:

5-methylene-1,3-thiazolidine-2-thione

2-chloro-5-methyl-thiazole

N-(2-chloroallyl)formamide

2-benzylsulfanyl-5-chloromethyl-thiazole

Downstream raw materials:

thiamethoxam

bis{(2-chlorothiazol-5-yl)methyl}amine

[(2-chloro-5-thiazolyl)methyl]amine

N-(2-chloro-5-thiazolylmethyl)-N-methylamine

Refernces

• 1、 -. "Synthesis method of 2-chloro-5-chloromethylthiazole by photocatalytic chlorination". Paragraph 0023-0032. . Retrieved 2021/04/17.
• 2、 -. "Tower reactor preparation 2 chloro -5 chloro - methylthiazole". Paragraph 0021; 0024-0026; 0029-0031; 0034-0035; 0038; .... . Retrieved 2021/11/10.