N-(6-bromo-1,3-benzothiazol-2-yl)-2-chloroacetamide

Base Information

• Chemical Name: N-(6-bromo-1,3-benzothiazol-2-yl)-2-chloroacetamide
• CAS No.: 3427-31-4
• Molecular Formula: C9H6 Br Cl N2 O S
• Molecular Weight: 305.582
• Hs Code.: 2934999090
• European Community (EC) Number: 830-233-0
• DSSTox Substance ID: DTXSID20368351
• Wikidata: Q82154819
• Mol file: 3427-31-4.mol

Synonyms:3427-31-4;N-(6-bromo-1,3-benzothiazol-2-yl)-2-chloroacetamide;N-(6-Bromo-benzothiazol-2-yl)-2-chloro-acetamide;N-(6-bromobenzo[d]thiazol-2-yl)-2-chloroacetamide;C9H6BrClN2OS;DTXSID20368351;STK208735;AKOS000297911;CS-0219669;EN300-04642;Z56886298

Chemical Property of N-(6-bromo-1,3-benzothiazol-2-yl)-2-chloroacetamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 73.72000
• Density: 1.83g/cm³
• LogP: 3.88560
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 303.90727
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

97% ^*data from raw suppliers

ACETAMIDE, N-(6-BROMO-2-BENZOTHIAZOLYL)-2-CHLORO- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)SC(=N2)NC(=O)CCl

Technology Process of N-(6-bromo-1,3-benzothiazol-2-yl)-2-chloroacetamide

There total 3 articles about N-(6-bromo-1,3-benzothiazol-2-yl)-2-chloroacetamide 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: 90.0%

2-amino-6-bromobenzothiazole (15864-32-1) + chloroacetyl chloride (79-04-9) → N-(6-bromobenzo[d]thiazol-2-yl)-2-chloroacetamide (3427-31-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2012.11.005

Reference yield:

4-bromo-aniline (106-40-1) → N-(6-bromobenzo[d]thiazol-2-yl)-2-chloroacetamide (3427-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine; acetic acid / 20 °C / Cooling with ice

1.2: pH 11

2.1: potassium carbonate / benzene / Reflux

With bromine; potassium carbonate; acetic acid; In benzene;

DOI:10.1016/j.ejmech.2012.03.033

Reference yield:

6-bromo-benzothiazol-2-ylamine; hydrobromide (63450-94-2) → N-(6-bromobenzo[d]thiazol-2-yl)-2-chloroacetamide (3427-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide / water / pH 11

2: potassium carbonate / benzene / 20 °C / Reflux

With ammonium hydroxide; potassium carbonate; In water; benzene;

DOI:10.1007/s00044-012-0026-x

upstream raw materials:

2-amino-6-bromobenzothiazole

chloroacetyl chloride

4-bromo-aniline

6-bromo-benzothiazol-2-ylamine; hydrobromide

Downstream raw materials:

2-((4-(4,6-bis(3,5-dimethylpiperidin-1-yl)-1,3,5-triazin-2-yl)phenyl)amino)-N-(6-bromobenzo[d]thiazol-2-yl)acetamide

Refernces

• 1、 Murtuja, Sheikh,Shaquiquzzaman, Mohammad,Amir, Mohammad. "Design, synthesis, and screening of hybrid benzothiazolyl-oxadiazoles as anticonvulsant agents". . p. 398 - 405. Retrieved 2018/04/20.
• 2、 Patel, Rahul V.,Park, Se Won. "Catalytic N-formylation for synthesis of 6-substituted-2-benzothiazolylimino-5-piperazinyl-4-thiazolidinone antimicrobial agents". . p. 5599 - 5609. Retrieved 2015/07/08.