2-Chloro-5-methyl-1,3-benzoxazole

Base Information

• Chemical Name: 2-Chloro-5-methyl-1,3-benzoxazole
• CAS No.: 3770-60-3
• Molecular Formula: C8H6ClNO
• Molecular Weight: 167.595
• Hs Code.: 2934999090
• European Community (EC) Number: 807-260-1
• DSSTox Substance ID: DTXSID70433700
• Wikidata: Q82247909
• Mol file: 3770-60-3.mol

Synonyms:2-chloro-5-methyl-1,3-benzoxazole;3770-60-3;2-Chloro-5-methylbenzo[d]oxazole;2-CHLORO-5-METHYLBENZOXAZOLE;2-chloro-5-methyl-benzooxazole;chloro-5-methyl-benzooxazole;SCHEMBL137387;DTXSID70433700;AVJUFHRBOJNDFG-UHFFFAOYSA-N;CHEMBRDG-BB 4017633;MFCD08060050;AKOS011655304;AB43172;FK-0713;BP-11076;CS-0217555;FT-0718935;EN300-77228;F76813;J-508863

Chemical Property of 2-Chloro-5-methyl-1,3-benzoxazole

Chemical Property:

• Vapor Pressure: 0.133mmHg at 25°C
• Boiling Point: 224.935°C at 760 mmHg
• Flash Point: 89.838°C
• PSA: 26.03000
• Density: 1.311g/cm³
• LogP: 2.78960
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.0137915
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-5-methyl-1,3-benzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC(=N2)Cl

Technology Process of 2-Chloro-5-methyl-1,3-benzoxazole

There total 6 articles about 2-Chloro-5-methyl-1,3-benzoxazole 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: 74.0%

4-methyl-1,3-benzoaxazolidine-2-thione (22876-22-8) → 2-chloro-5-methyl-1,3-benzoxazole (3770-60-3)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; at 95 - 100 ℃; for 2.5h;

DOI:10.1021/jo952101z

Reference yield: 58.0%

5-methylbenzo[d]oxazole-2-thiol (22876-22-8) → 2-chloro-5-methyl-1,3-benzoxazole (3770-60-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield:

3-amino-4-hydroxytoluene (95-84-1) → 2-chloro-5-methyl-1,3-benzoxazole (3770-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol

2: SOCl₂; DMF / toluene

With thionyl chloride; N,N-dimethyl-formamide; In ethanol; toluene;

DOI:10.1016/j.bmcl.2007.05.066

upstream raw materials:

5-methylbenzo[d]oxazole-2-thiol

4-methyl-1,3-benzoaxazolidine-2-thione

3-amino-4-hydroxytoluene

4-methyl-2-nitrophenol

Downstream raw materials:

5-methyl-benzooxazole-2-carbonitrile

(S)-2-(2-hydroxy-5-methylphenylamino)-thiazoline-5,5-dimethyl-4-carboxylic acid

(S)-2-(2-hydroxy-5-methylphenylamino)-thiazoline-5,5-dimethyl-4-carboxylic acid methyl ester trifluoroacetate

5-methylbenzoxazol-2-yloxyacetic acid N-isopropyl-N-benzyloxyamide