5-Chloro-2-benzothiazolinone

Base Information

• Chemical Name: 5-Chloro-2-benzothiazolinone
• CAS No.: 20600-44-6
• Molecular Formula: C7H4ClNOS
• Molecular Weight: 185.634
• Hs Code.: 29349990
• European Community (EC) Number: 639-349-4
• DSSTox Substance ID: DTXSID50345337
• Nikkaji Number: J24.674C
• Wikidata: Q72517293
• ChEMBL ID: CHEMBL2381489
• Mol file: 20600-44-6.mol

Synonyms:5-Chloro-2-benzothiazolinone;20600-44-6;5-chlorobenzo[d]thiazol-2(3H)-one;5-chloro-3H-1,3-benzothiazol-2-one;2(3H)-Benzothiazolone, 5-chloro-;5-CHLOROBENZOTHIAZOLONE;5-Chloro-1,3-benzothiazol-2(3H)-one;Chlorobenzothiazolinone;95%;2-Benzothiazolol, 5-chloro-;5-Chloro-2-benzothiazolone;CHEMBL2381489;5-Chloro-2(3H)-benzothiazolone;5-chloro-2,3-dihydro-1,3-benzothiazol-2-one;5-Chlorobenzothiazol-2-ol;2-oxo-5-chlorobenzothiazoline;SCHEMBL507970;5-chloro-3H-benzothiazol-2-one;DTXSID50345337;5-chloro-1,3-benzothiazol-2-ol;STR05612;BDBM50434116;MFCD00060125;AKOS006230208;CS-W016931;HY-W016215;PS-3378;5-Chloro-2-benzothiazolinone, AldrichCPR;5-Chloro-1,3-benzothiazol-2(3H)-one #;A4478;FT-0620238;F14913;EN300-6768771;J-517387

Chemical Property of 5-Chloro-2-benzothiazolinone

Chemical Property:

• Melting Point: 234.0 to 238.0 °C
• Refractive Index: 1.669
• PKA: 9.57±0.20(Predicted)
• PSA: 61.10000
• Density: 1.515g/cm³
• LogP: 2.24300
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 184.9702126
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorobenzothiazolone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=O)S2

Technology Process of 5-Chloro-2-benzothiazolinone

There total 9 articles about 5-Chloro-2-benzothiazolinone 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: 87.0%

2-amino-4-chlorophenyl disulfide (29124-55-8) + carbon oxide sulfide (463-58-1) → 5-chloro-1,3-benzothiazol-2(3H)-one (20600-44-6)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 25 ℃; for 1.5h; under 3750.38 Torr;

DOI:10.1002/ejoc.201801393

Reference yield: 84.0%

→ 5-chloro-1,3-benzothiazol-2(3H)-one (20600-44-6)

Guidance literature:

With sodium hydrogen sulfide; In N,N-dimethyl-formamide; at 25 ℃; for 1.5h; under 3750.38 Torr; Autoclave;

Reference yield: 82.0%

phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate (1202680-24-7) + 4-chloro-2-aminobenzenethiol (1004-00-8) → 5-chloro-1,3-benzothiazol-2(3H)-one (20600-44-6)

Guidance literature:

phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate; 4-chloro-2-aminobenzenethiol; With acetic acid; for 3h; Reflux; Green chemistry;

With zinc; for 1h; Reflux; Green chemistry;

DOI:10.1055/s-0034-1378783

upstream raw materials:

5-chloro-1,3-benzothiazole-2(3H)-thione

5-chloro-2-(methylsulfonyl)benzothiazole

carbon monoxide

2,5-dichloronitrobenzene

Downstream raw materials:

ethyl (5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)acetate

2-(5-chloro-2-oxo-2,3-dihydro-1,3-benzothiazol-3-yl)acetic acid

1-[(5-chloro-2-oxo-benzothiazol-3-yl)-acetyl]-4-phenyl-piperazine

3-(4-Hydroxypiperidino)carbonylmethyl-5-chlor-2-benzothiazolinon