2-chloro-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide

Base Information

• Chemical Name: 2-chloro-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide
• CAS No.: 3174-15-0
• Molecular Formula: C10H9 Cl N2 O S
• Molecular Weight: 240.713
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID20357068
• Wikidata: Q82136783
• Mol file: 3174-15-0.mol

Synonyms:3174-15-0;2-chloro-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide;2-Chloro-N-(6-methyl-benzothiazol-2-yl)-acetamide;2-Chloro-N-(6-methylbenzo[d]thiazol-2-yl)acetamide;MFCD00520424;2-Chloro-N-(6-methyl-benzothiazol-2-yl)acetamide;4-bromo-4-chlorobutyrophenone;SCHEMBL11920138;DTXSID20357068;TQR0684;STK871373;AKOS000104099;CS-0218715;EN300-01813;A911965;SR-01000367574;SR-01000367574-1;Z56871615;F2190-0216

Chemical Property of 2-chloro-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 70.23000
• Density: 1.441g/cm³
• LogP: 2.85500
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 240.0124118
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

98%Min ^*data from raw suppliers

2-Chloro-N-(6-methyl-benzothiazol-2-yl)-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)N=C(S2)NC(=O)CCl

Technology Process of 2-chloro-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide

There total 5 articles about 2-chloro-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide 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: 100.0%

6-methylbenzothiazol-2-ylamine (2536-91-6) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(6-methylbenzothiazol-2-yl)acetamide (3174-15-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm300508n

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2-chloro-N-(6-methylbenzothiazol-2-yl)acetamide (3174-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; acetic acid / 13.75 h / 0 - 20 °C

2: potassium carbonate / acetonitrile / 18 h / Reflux

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

Reference yield:

p-methylphenylthiourea (622-52-6) → 2-chloro-N-(6-methylbenzothiazol-2-yl)acetamide (3174-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / CHCl₃

2: benzene / 2 h / Heating

With bromine; In chloroform; benzene;

upstream raw materials:

6-methylbenzothiazol-2-ylamine

chloroacetyl chloride

p-methylphenylthiourea

p-toluidine

Downstream raw materials:

C₃₁H₂₉ClN₆O₃S₂

N-(6-methylbenzothiazol-2-yl)-2-[[5-(4-methoxyphenoxymethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide

2-(5-methyl-1,3,4-thiadiazol-2-yl)thio-N-(6-methylbenzothiazol-2-yl)acetamide

Refernces

• 1、 Gurdal, Enise Ece,Durmaz, Irem,Cetin-Atalay, Rengul,Yarim, Mine. "Cytotoxic activities of some benzothiazole-piperazine derivatives". . p. 649 - 654. Retrieved 2015.
• 2、 Sever, Belgin,Alt?ntop, Mehlika Dilek,Demir, Yeliz,Pekdo?an, Muhammed,Akal?n ?ift?i, Gül?en,Beydemir, ?ükrü,?zdemir, Ahmet. "An extensive research on aldose reductase inhibitory effects of new 4H-1,2,4-triazole derivatives". . . Retrieved 2020/10/27.
• 3、 Mokhtar, Amal M.,El-Messery, Shahenda M.,Ghaly, Mariam A.,Hassan, Ghada S.. "Targeting EGFR tyrosine kinase: Synthesis, in vitro antitumor evaluation, and molecular modeling studies of benzothiazole-based derivatives". . . Retrieved 2020/09/15.