2-Oxo-5-chloro-2,3-dihydrobenzothiazole-3-acetic acid

Base Information

• Chemical Name: 2-Oxo-5-chloro-2,3-dihydrobenzothiazole-3-acetic acid
• CAS No.: 54769-25-4
• Molecular Formula: C9H6ClNO3S
• Molecular Weight: 243.671
• Hs Code.: 2934999090
• Mol file: 54769-25-4.mol

Synonyms:2,3-Dihydro-5-chloro-2-oxo-3-benzothiazoleacetic acid;2-Oxo-5-chloro-2,3-dihydrobenzothiazole-3-acetic acid;2-(5-chloro-2-oxobenzo[d]thiazol-3(2H)-yl)acetic acid;5-chloro-2-oxo-3(2H)-benzothiazoleacetic acid

Chemical Property of 2-Oxo-5-chloro-2,3-dihydrobenzothiazole-3-acetic acid

Chemical Property:

• Melting Point: 250-251 °C(Solv: ethanol (64-17-5))
• Boiling Point: 493.4±55.0 °C(Predicted)
• PKA: 3.51±0.10(Predicted)
• PSA: 87.54000
• Density: 1.627±0.06 g/cm3(Predicted)
• LogP: 1.80100

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxo-5-chloro-2,3-dihydrobenzothiazole-3-acetic acid

There total 6 articles about 2-Oxo-5-chloro-2,3-dihydrobenzothiazole-3-acetic acid 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: 99.0%

ethyl (5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)acetate (85750-08-9) → 2-(5-chloro-2-oxo-2,3-dihydro-1,3-benzothiazol-3-yl)acetic acid (54769-25-4)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2008.05.027

Reference yield: 96.0%

3-(methoxycarbonylmethyl)-5-chloro-2(3H)-benzothiazolone (69442-87-1) → 2-(5-chloro-2-oxo-2,3-dihydro-1,3-benzothiazol-3-yl)acetic acid (54769-25-4)

Guidance literature:

3-(methoxycarbonylmethyl)-5-chloro-2(3H)-benzothiazolone; With sodium hydroxide; In methanol; water; at 25 - 30 ℃; for 3h;

With hydrogenchloride; In methanol; water; at 20 ℃; for 1h;

DOI:10.1021/op980050c

Reference yield:

5-chloro-1,3-benzothiazol-2(3H)-one (20600-44-6) + chloroacetic acid (79-11-8) → 2-(5-chloro-2-oxo-2,3-dihydro-1,3-benzothiazol-3-yl)acetic acid (54769-25-4)

Guidance literature:

With sodium ethanolate; In ethanol; for 4h; Heating;

DOI:10.1002/1521-4184(200010)333:10<337::AID-ARDP337>3.0.CO;2-A

upstream raw materials:

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

5-chloro-1,3-benzothiazol-2(3H)-one

chloroacetic acid

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

Downstream raw materials:

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

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

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

2-(5-Chloro-2-oxo-benzothiazol-3-yl)-N-(3-trifluoromethyl-phenyl)-acetamide