2-chloro-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]acetamide

Base Information

• Chemical Name: 2-chloro-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]acetamide
• CAS No.: 6081-87-4
• Molecular Formula: C12H11ClN2OS
• Molecular Weight: 266.751
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID90356427
• Wikidata: Q82135753
• Mol file: 6081-87-4.mol

Synonyms:6081-87-4;2-chloro-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]acetamide;2-Chloro-N-(4-p-tolyl-thiazol-2-yl)-acetamide;2-Chloro-N-(4-(p-tolyl)thiazol-2-yl)acetamide;2-Chloro-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]-acetamide;DTXSID90356427;BBL014045;MFCD00657851;STK206178;AKOS000115696;VS-04137;BB 0217359;CS-0218755;FT-0678536;2-chloro-N-(4-p-tolylthiazol-2-yl)acetamide;EN300-01955;F73757;SR-01000356476;SR-01000356476-1;2-CHLORO-N-(4-P-TOLYL-THIAZOL-2-YL)ACETAMIDE;Z56889132

Chemical Property of 2-chloro-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]acetamide

Chemical Property:

• PSA: 70.23000
• Density: 1.346g/cm³
• LogP: 3.36880
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 266.0280618
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-N-(4-(p-tolyl)thiazol-2-yl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CSC(=N2)NC(=O)CCl

Technology Process of 2-chloro-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]acetamide

There total 4 articles about 2-chloro-N-[4-(4-methylphenyl)-1,3-thiazol-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: 81.0%

2-amino-4-(p-methylphenyl)-1,3-thiazole (2103-91-5) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(4-p-methylphenylthiazol-2-yl)acetamide (6081-87-4)

Guidance literature:

With sodium acetate; In acetic acid; for 6h; Heating;

Reference yield: 60.0%

2-Amino-4-phenylthiazole (2010-06-2) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(4-p-methylphenylthiazol-2-yl)acetamide (6081-87-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Cooling with ice;

Reference yield:

4-(bromoacetyl)toluene (619-41-0) → 2-chloro-N-(4-p-methylphenylthiazol-2-yl)acetamide (6081-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogen sulfate / water / 12 h

2.1: triethylamine / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.2: 13 h / 0 - 20 °C

With sodium hydrogen sulfate; triethylamine; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2016.01.079

upstream raw materials:

2-amino-4-(p-methylphenyl)-1,3-thiazole

chloroacetyl chloride

4-(bromoacetyl)toluene

para-methylacetophenone

Downstream raw materials:

2-((4-(p-tolyl)thiazol-2-ylcarbamoyl)methylthio)acetic acid

2-(4-phenylpiperazin-1-yl)-N-(4-(p-tolyl)thiazol-2-yl)acetamide

C₁₇H₂₂N₄OS

5-(4-Chloro-phenyl)-2-(4-p-tolyl-thiazol-2-yl)-6,7,8,9-tetrahydro-2H-11-thia-2,3,4,10-tetraaza-benzo[b]fluoren-1-one

Refernces

• 1、 Kasralikar,Jadhavar,Goswami,Kaminwar,Bhusare. "Design, synthesis and molecular docking of pyrazolo [3,4d] thiazole hybrids as potential anti-HIV-1 NNRT inhibitors". . p. 437 - 444. Retrieved 2019/02/17.
• 2、 Wang, Guangcheng,Peng, Zhiyun,Gong, Zipeng,Li, Yongjun. "Synthesis, biological evaluation, and docking studies of novel 5,6-diaryl-1,2,4-triazine thiazole derivatives as a new class of α-glucosidase inhibitors". . p. 195 - 200. Retrieved 2018/04/02.