4-(Chloromethyl)-2-phenyl-1,3-thiazole

Base Information

• Chemical Name: 4-(Chloromethyl)-2-phenyl-1,3-thiazole
• CAS No.: 4771-31-7
• Molecular Formula: C10H8ClNS
• Molecular Weight: 209.699
• Hs Code.: 2934100090
• NSC Number: 40038
• DSSTox Substance ID: DTXSID90284978
• Nikkaji Number: J1.387.820J
• Wikidata: Q72454647
• Mol file: 4771-31-7.mol

Synonyms:4-(chloromethyl)-2-phenyl-1,3-thiazole;4771-31-7;4-(chloromethyl)-2-phenylthiazole;2-phenyl-4-chloromethylthiazole;4-chloromethyl-2-phenyl-thiazole;MFCD00723503;4-chloromethyl-2-phenyl-1,3-thiazole;thiazole, 4-(chloromethyl)-2-phenyl-;2-Phenyl-4-(chloromethyl)thiazole;NSC40038;Enamine_002044;SCHEMBL118764;4-chloromethyl-2-phenylthiazole;DTXSID90284978;SVEGSFSFMLCNFF-UHFFFAOYSA-N;HMS1399M20;STR07212;BBL013462;NSC-40038;STK402275;AKOS000320870;AB06990;BP-10682;BB 0256911;FT-0616727;EN300-34487;O11087;A850731;J-513695;F0451-1323

Chemical Property of 4-(Chloromethyl)-2-phenyl-1,3-thiazole

Chemical Property:

• Vapor Pressure: 9.64E-05mmHg at 25°C
• Melting Point: 49 °C
• Refractive Index: 1.607
• Boiling Point: 349.2 °C at 760 mmHg
• PKA: 0.22±0.10(Predicted)
• Flash Point: 165 °C
• PSA: 41.13000
• Density: 1.27 g/cm³
• LogP: 3.54890
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.0065981
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

4-(chloromethyl)-2-phenyl-1,3-thiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CS2)CCl

Technology Process of 4-(Chloromethyl)-2-phenyl-1,3-thiazole

There total 12 articles about 4-(Chloromethyl)-2-phenyl-1,3-thiazole 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%

1,3-Dichloroacetone (534-07-6) + benzenecarbothioamide (2227-79-4) → 2-phenyl-4-chloromethylthiazole (4771-31-7)

Guidance literature:

In ethanol; for 4h; Reflux;

DOI:10.1002/cbdv.201900577

Reference yield: 89.0%

2-phenylthiazole-4-carboxylic acid ethyl ester (59937-01-8) → 2-phenyl-4-chloromethylthiazole (4771-31-7)

Guidance literature:

2-phenylthiazole-4-carboxylic acid ethyl ester; With methanol; sodium tetrahydroborate; In tetrahydrofuran; Reflux;

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 4h;

DOI:10.1016/j.bmc.2021.116133

Reference yield: 86.0%

1,1-dichloroethane (75-34-3) + 1,3-Dichloroacetone (534-07-6) + benzenecarbothioamide (2227-79-4) → 2-phenyl-4-chloromethylthiazole (4771-31-7)

Guidance literature:

With sodium hydrogencarbonate;

upstream raw materials:

1,3-Dichloroacetone

benzenecarbothioamide

4-chloromethyl-2-phenyl-4,5-dihydro-thiazol-4-ol

1,1-dichloroethane

Downstream raw materials:

1-(2-phenyl-thiazol-4-ylmethyl)-azepane

4-((2-phenylthiazol-4-yl)methoxy)benzaldehyde

5-[4-(2-Phenyl-thiazol-4-ylmethoxy)-benzyl]-thiazolidine-2,4-dione

methyl 2-(2-phenyl-4-thiazolylmethylthio)benzoate

Refernces

• 1、 Marc, Gabriel,Oniga, Ovidiu,Oniga, Smaranda,P?rn?u, Adrian,Stana, Anca,Vlase, Laurian. "Regioselectivity evaluation of the (Z)-5-(4-hydroxybenzylidene)-thiazolidine-2,4?dione alkylation in alkaline environment". . . Retrieved 2021/05/31.
• 2、 Fang, Lincheng,Hu, Zhaoxue,Yang, Yifei,Chen, Pan,Zhou, Jinpei,Zhang, Huibin. "Discovery of 3,5-dimethylisoxazole derivatives as novel, potent inhibitors for bromodomain and extraterminal domain (BET) family". . . Retrieved 2021/04/15.