3-Chloro-4-(thiazol-2-ylmethoxy)aniline

Base Information

• Chemical Name: 3-Chloro-4-(thiazol-2-ylmethoxy)aniline
• CAS No.: 851545-79-4
• Molecular Formula: C10H9ClN2OS
• Molecular Weight: 240.713
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID80694805
• Wikidata: Q72459762
• Mol file: 851545-79-4.mol

Synonyms:3-Chloro-4-(thiazol-2-ylmethoxy)aniline;851545-79-4;3-CHLORO-4-(2-THIAZOLYLMETHOXY)BENZENAMINE;3-CHLORO-4-(1,3-THIAZOL-2-YLMETHOXY)ANILINE;Benzenamine, 3-chloro-4-(2-thiazolylmethoxy)-;SCHEMBL2986980;DTXSID80694805;JJEQRKWRPXQPTD-UHFFFAOYSA-N;AKOS016004230;SB17847;CS-0054521;FT-0718739;3-Chloro-4-(thiazol-2-ylmethoxy)-phenylamine;P16033;3-Chloro-4-[(1,3-thiazol-2-yl)methoxy]aniline

Chemical Property of 3-Chloro-4-(thiazol-2-ylmethoxy)aniline

Chemical Property:

• PSA: 76.38000
• Density: 1.407
• LogP: 3.53890
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 240.0124118
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-4-(thiazol-2-ylmethoxy)aniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)OCC2=NC=CS2

Technology Process of 3-Chloro-4-(thiazol-2-ylmethoxy)aniline

There total 2 articles about 3-Chloro-4-(thiazol-2-ylmethoxy)aniline 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%

2-((2-chloro-4-nitrophenoxy)methyl)thiazole (851545-78-3) → 3-chloro-4-(thiazol-2-ylmethoxy)aniline (851545-79-4)

Guidance literature:

With ammonium chloride; zinc; In methanol; at 40 ℃;

DOI:10.1002/cjoc.201400271

Reference yield:

2-chloro-4-nitrophenol (619-08-9) → 3-chloro-4-(thiazol-2-ylmethoxy)aniline (851545-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 1,4-dioxane / 65 °C

2: zinc; hydrogen / ethanol / 4 h

With hydrogen; triethylamine; zinc; In 1,4-dioxane; ethanol;

Reference yield: 96.9%

ethyl ester of 2-chloro-5-nitrobenzoic acid (16588-17-3) + 3-chloro-4-(thiazol-2-ylmethoxy)aniline (851545-79-4) → N-[4-(thiazol-2-yl)methoxy-3-chlorophenyl]-2-chloro-5-nitrobenzamide

Guidance literature:

With ammonium chloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 105 - 110 ℃; for 4h;

upstream raw materials:

2-((2-chloro-4-nitrophenoxy)methyl)thiazole

2-chloro-4-nitrophenol

Downstream raw materials:

N-(3-chloro-4-(thiazol-2-ylmethoxy)phenyl)-6-nitroquinazolin-4-amine

4-N-(3-chloro-4-(thiazol-2-ylmethoxy)phenyl)quinazoline-4,6-diamine

C₂₈H₂₃ClN₆O₃S

C₂₈H₂₃ClN₆O₃S

Refernces

• 1、 Hou, Xuehui,Zhang, Jingyu,Zhao, Xuan,Chang, Liming,Hu, Ping,Liu, Hongmin. "Design, synthesis and bioactivities evaluation of novel quinazoline analogs containing oxazole units". supporting information. p. 538 - 544. Retrieved 2014/07/08.