2-[(Difluoromethyl)sulfanyl]-1,3-benzothiazole

Base Information

• Chemical Name: 2-[(Difluoromethyl)sulfanyl]-1,3-benzothiazole
• CAS No.: 943-08-8
• Molecular Formula: C₈H₅F₂NS₂
• Molecular Weight: 217.263
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30364107
• Nikkaji Number: J3.279.357F
• Wikidata: Q82147882
• Mol file: 943-08-8.mol

Synonyms:943-08-8;2-[(difluoromethyl)sulfanyl]-1,3-benzothiazole;2-((Difluoromethyl)thio)benzo[d]thiazole;2-(difluoromethylthio)benzothiazole;2-(difluoromethylsulfanyl)-1,3-benzothiazole;2-(DIFLUOROMETHYLTHIO)BENZO[D]THIAZOLE;C8H5F2NS2;SCHEMBL15003935;DTXSID30364107;HMS1762N13;MFCD00518584;AKOS001035843;CCG-321108;NCGC00319969-01;BS-29880;CS-0186378;EN300-89177;2-[(difluoro-methyl)sulfanyl]-1,3-benzothiazole;AB01316392-02;Z55073648

Chemical Property of 2-[(Difluoromethyl)sulfanyl]-1,3-benzothiazole

Chemical Property:

• Melting Point: 32-33°C
• PSA: 66.43000
• LogP: 3.61100
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 216.98314783
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

2-[(Difluoromethyl)sulfanyl]-1,3-benzothiazole ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)SC(F)F

Technology Process of 2-[(Difluoromethyl)sulfanyl]-1,3-benzothiazole

There total 17 articles about 2-[(Difluoromethyl)sulfanyl]-1,3-benzothiazole 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: 97.0%

S-difluoromethyl-S-phenyl-2,4,6-trimethoxyphenylsulfonium tetrafluoroborate + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-[(difluoromethyl)sulfanyl]-1,3-benzothiazole (943-08-8)

Guidance literature:

2-Mercaptobenzothiazole; With lithium hydroxide; In fluorobenzene; at 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

S-difluoromethyl-S-phenyl-2,4,6-trimethoxyphenylsulfonium tetrafluoroborate; In fluorobenzene; at 20 ℃; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b02424

Reference yield: 96.0%

[bromo(difluoro)methyl]-trimethyl-silane (115262-01-6) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-[(difluoromethyl)sulfanyl]-1,3-benzothiazole (943-08-8)

Guidance literature:

With potassium hydroxide; In dichloromethane; water; at 0 ℃; for 0.5h;

DOI:10.1002/anie.201306703

Reference yield: 92.0%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) + α,α,α-iodinefluoroacetophenone (150542-06-6) → 2-[(difluoromethyl)sulfanyl]-1,3-benzothiazole (943-08-8)

Guidance literature:

With water; sodium hydroxide; In acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2020.131762

upstream raw materials:

Chlorodifluoromethane

2-Mercaptobenzothiazole

N-toluylsulfonyl S-difluoromethyl S-phenyl sulfoximine

sodium 2-mercaptobenzothiazole

Downstream raw materials:

2-(difluoromethanesulfonyl)-1,3-benzothiazole

C₁₇H₁₅F₂NO₂S₂