1,3-Benzothiazol-2-yl 4-chlorobenzyl sulfide

Base Information

• Chemical Name: 1,3-Benzothiazol-2-yl 4-chlorobenzyl sulfide
• CAS No.: 23111-43-5
• Molecular Formula: C14H10ClNS2
• Molecular Weight: 291.825
• European Community (EC) Number: 668-546-8
• Nikkaji Number: J2.098.514C
• Mol file: 23111-43-5.mol

Synonyms:1,3-benzothiazol-2-yl 4-chlorobenzyl sulfide;2-[(4-chlorophenyl)methylsulfanyl]-1,3-benzothiazole;23111-43-5;ChemDiv3_005101;SCHEMBL9357211;HMS1487H19;STL015629;AKOS001174123;IDI1_023011;2-[(4-chlorobenzyl)sulfanyl]-1,3-benzothiazole;AG-690/33039037;BRD-K26863509-001-01-0;Z19653781;2-{[(4-CHLOROPHENYL)METHYL]SULFANYL}-1,3-BENZOTHIAZOLE

Chemical Property of 1,3-Benzothiazol-2-yl 4-chlorobenzyl sulfide

Chemical Property:

• PSA: 66.43000
• LogP: 5.24200
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 290.9943194
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

1,3-BENZOTHIAZOL-2-YL 4-CHLOROBENZYL SULFIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)SCC3=CC=C(C=C3)Cl

Technology Process of 1,3-Benzothiazol-2-yl 4-chlorobenzyl sulfide

There total 6 articles about 1,3-Benzothiazol-2-yl 4-chlorobenzyl sulfide 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: 86.2%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-((4-chlorobenzyl)thio)benzo[d]thiazole (23111-43-5)

Guidance literature:

With aluminum oxide; at 50 ℃; for 0.5h; neat (no solvent);

DOI:10.1080/10426500902998131

Reference yield: 86.2%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) + 4-chlorobenzyl bromide (622-95-7) → 2-((4-chlorobenzyl)thio)benzo[d]thiazole (23111-43-5)

Guidance literature:

With aluminum oxide; at 50 ℃; for 0.5h; neat (no solvent);

DOI:10.1080/10426500902998131

Reference yield: 75.0%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) + para-Chlorobenzyl alcohol (873-76-7) → 2-((4-chlorobenzyl)thio)benzo[d]thiazole (23111-43-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1055/s-0030-1258198

upstream raw materials:

2-Mercaptobenzothiazole

4-chlorobenzyl bromide

1-Chloro-4-(chloromethyl)benzene

para-Chlorobenzyl alcohol

Downstream raw materials:

C₁₃H₁₁Cl₇N₂O₆S

(4-chlorophenyl)methanesulfonamide

2-(4-chlorobenzylsulfonyl)benzo[d]thiazole

Refernces

• 1、 Avila-Sorrosa, Alcives,Tapia-Alvarado, Jazz D.,Nogueda-Torres, Benjamín,Chacón-Vargas, Karla Fabiola,Díaz-Cedillo, Francisco,Vargas-Díaz, María Elena,Morales-Morales, David. "Facile synthesis of a series of non-symmetric thioethers including a benzothiazole moiety and their use as effcient in vitro anti-trypanosoma cruzi agents". . . Retrieved 2019/09/03.
• 2、 Shi, Liu,Liu, Xiangqian,Zhang, Hui,Jiang, Yongwen,Ma, Dawei. "Synthesis of 2-thio-substituted benzothiazoles via a domino condensation/S -arylation/heterocyclization process". experimental part. p. 4200 - 4204. Retrieved 2011/07/31.