5-Chloro-6-methylbenzo[D]oxazol-2(3H)-one

Base Information

• Chemical Name: 5-Chloro-6-methylbenzo[D]oxazol-2(3H)-one
• CAS No.: 118794-10-8
• Molecular Formula: C₈H₆ClNO₂
• Molecular Weight: 183.594
• ChEMBL ID: CHEMBL4116920
• DSSTox Substance ID: DTXSID10557292
• Wikidata: Q82439151
• Mol file: 118794-10-8.mol

Synonyms:5-CHLORO-6-METHYLBENZO[D]OXAZOL-2(3H)-ONE;118794-10-8;2(3H)-Benzoxazolone,5-chloro-6-methyl-;5-CHLORO-6-METHYL-3H-1,3-BENZOXAZOL-2-ONE;5-chloro-6-methyl-2,3-dihydro-1,3-benzoxazol-2-one;5-Chloro-6-methyl-1,3-benzoxazol-2(3H)-one;SCHEMBL5536706;CHEMBL4116920;DTXSID10557292;AKOS006289169;W-205020

Chemical Property of 5-Chloro-6-methylbenzo[D]oxazol-2(3H)-one

Chemical Property:

• Refractive Index: 1.59
• PSA: 46.00000
• Density: 1.408g/cm³
• LogP: 2.08290
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.0087061
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-6-methylbenzo[d]oxazol-2(3H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1Cl)NC(=O)O2

Technology Process of 5-Chloro-6-methylbenzo[D]oxazol-2(3H)-one

There total 4 articles about 5-Chloro-6-methylbenzo[D]oxazol-2(3H)-one 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: 86.0%

1,1'-carbonyldiimidazole (530-62-1) + 2-amino-4-chloro-5-methylphenol (53524-27-9) → 5-chloro-6-methylbenzo[d]oxazol-2(3H)-one (118794-10-8)

Guidance literature:

In tetrahydrofuran; at 66 ℃; for 1h;

Reference yield: 65.0%

urea (57-13-6) + 2-amino-4-chloro-5-methylphenol (53524-27-9) → 5-chloro-6-methylbenzo[d]oxazol-2(3H)-one (118794-10-8)

Guidance literature:

With pyridine; Heating;

Reference yield:

4-chloro-5-methyl-2-nitrophenol (7147-89-9) → 5-chloro-6-methylbenzo[d]oxazol-2(3H)-one (118794-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: iron(III) chloride; pyrographite; hydrazine hydrate / methanol / 15 h / 80 °C

2: tetrahydrofuran / 1 h / 66 °C

With iron(III) chloride; pyrographite; hydrazine hydrate; In tetrahydrofuran; methanol;

upstream raw materials:

urea

2-amino-4-chloro-5-methylphenol

1,1'-carbonyldiimidazole

4-chloro-5-methyl-2-nitrophenol

Downstream raw materials:

*0.5H₂O

5-Chloro-6-methyl-3-phenylaminomethyl-3H-benzooxazol-2-one

3-[(4-Bromo-phenylamino)-methyl]-5-chloro-6-methyl-3H-benzooxazol-2-one

*H₂O