2,4-Dichlorobenzothiazole

Base Information

• Chemical Name: 2,4-Dichlorobenzothiazole
• CAS No.: 3622-30-8
• Molecular Formula: C7H3Cl2NS
• Molecular Weight: 204.08
• Hs Code.: 29342000
• European Community (EC) Number: 222-821-5
• DSSTox Substance ID: DTXSID10189774
• Nikkaji Number: J25.692G
• Wikidata: Q72465550
• Mol file: 3622-30-8.mol

Synonyms:2,4-Dichlorobenzothiazole;3622-30-8;2,4-dichloro-1,3-benzothiazole;2,4-DICHLOROBENZO[D]THIAZOLE;benzothiazole, 2,4-dichloro-;2,4-Dichloro-benzothiazole;EINECS 222-821-5;MFCD00127716;benzothiazole,dichloro-;2,4-dichlorobenzo-thiazole;SCHEMBL1747928;DTXSID10189774;HMS1655H09;AKOS005208217;AC-6247;CS-W021512;DS-10484;SY004857;FT-0647639;EN300-181078;A823169;J-507176;F1910-0008;60908-81-8

Chemical Property of 2,4-Dichlorobenzothiazole

Chemical Property:

• Vapor Pressure: 0.00446mmHg at 25°C
• Melting Point: 96-97 °C
• Refractive Index: 1.701
• Boiling Point: 286.8 °C at 760 mmHg
• PKA: -2.02±0.10(Predicted)
• Flash Point: 127.2 °C
• PSA: 41.13000
• Density: 1.568 g/cm³
• LogP: 3.60310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 202.9363257
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dichloro-1,3-benzothiazole 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)N=C(S2)Cl

Technology Process of 2,4-Dichlorobenzothiazole

There total 6 articles about 2,4-Dichlorobenzothiazole 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: 89.0%

4-chlorobenzo[d]thiazol-2-amine (19952-47-7) → 2,4-dichlorobenzo[d]thiazole (3622-30-8)

Guidance literature:

With N-chloro-succinimide; sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1002/chem.201803347

Reference yield:

o-chloroaniline (95-51-2) → 2,4-dichlorobenzo[d]thiazole (3622-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: (i), (ii) Br₂

2: (i) NaNO₂, (ii) CuCl

Reference yield:

N-benzoyl-N'-(2-chlorophenyl)thiourea (21258-05-9) → 2,4-dichlorobenzo[d]thiazole (3622-30-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / tetrahydrofuran / 65 °C

2.1: lithium bromide; acetic acid / 0.75 h / 20 °C

2.2: 60 °C

3.1: hydrogenchloride / water / 0.5 h / 20 °C

3.2: 15 - 30 °C

With hydrogenchloride; water; acetic acid; lithium bromide; sodium hydroxide; In tetrahydrofuran; water; 3.1: |Sandmeyer Reaction / 3.2: |Sandmeyer Reaction;

DOI:10.1039/d1nj03269k

upstream raw materials:

4-chlorobenzo[d]thiazol-2-amine

o-chloroaniline

1-(3-chlorophenyl)-2-thiourea

N-benzoyl-N'-(2-chlorophenyl)thiourea

Downstream raw materials:

4-chlorobenzo[d]thiazol-2(3H)-one

N-{2-[4-(aminosulfonyl)phenyl]ethyl}-1-(4-chloro-1,3-benzothiazol-2-yl)-3-piperidinecarboxamide

(4-chloro-1,3-benzothiazol-2-yl)hydrazine

4-chloro-2-methoxy-benzothiazole

Refernces

• 1、 Mukhopadhyay, Sushobhan,Batra, Sanjay. "Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide". supporting information. p. 14622 - 14626. Retrieved 2018/09/21.
• 2、 -. "COMPOUNDS FOR TREATING SPINAL MUSCULAR ATROPHY". Paragraph 00586; 00588. . Retrieved 2013/07/19.