2-Benzoxazolinone, 5-chloro-3-methyl-

Base Information

• Chemical Name: 2-Benzoxazolinone, 5-chloro-3-methyl-
• CAS No.: 5790-90-9
• Molecular Formula: C8H6ClNO2
• Molecular Weight: 183.594
• NSC Number: 24960
• DSSTox Substance ID: DTXSID00206621
• Nikkaji Number: J41.864A
• Wikidata: Q83080476
• Mol file: 5790-90-9.mol

Synonyms:5790-90-9;5-Chloro-3-Methylbenzo[d]oxazol-2(3H)-one;2-BENZOXAZOLINONE, 5-CHLORO-3-METHYL-;5-chloro-3-methyl-1,3-benzoxazol-2-one;5-Chloro-3-methyl-2-benzoxazolinone;5-Chloro-3-methylbenzoxazol-2(3H)-one;NSC 24960;BRN 0140893;5-chloro-3-methyl-2,3-dihydro-1,3-benzoxazol-2-one;5-chloro-3-methyl-1,3-benzoxazol-2(3H)-one;NSC24960;SCHEMBL5544722;DTXSID00206621;WLN: T56 BNVOJ B1 HG;3-methyl-5-chloro-2-benzoxazolone;NSC-24960;STK688699;AKOS005601642;LS-42277;2(3H)-Benzoxazolone, 5-chloro-3-methyl-;CS-0130248;1,3-Benzoxazol-2(3H)-one, 5-chloro-3-methyl-;A831669

Chemical Property of 2-Benzoxazolinone, 5-chloro-3-methyl-

Chemical Property:

• Vapor Pressure: 0.00167mmHg at 25°C
• Boiling Point: 294°Cat760mmHg
• Flash Point: 131.6°C
• PSA: 35.14000
• Density: 1.422g/cm³
• LogP: 1.78490
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.0087061
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

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

Safty Information:

• Statements: 20/21/22-33-36/38
• Safety Statements: 26-28-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC(=C2)Cl)OC1=O

Technology Process of 2-Benzoxazolinone, 5-chloro-3-methyl-

There total 7 articles about 2-Benzoxazolinone, 5-chloro-3-methyl- 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: 96.0%

5-chloro-2-benzoxazolinone (95-25-0) + methyl iodide (74-88-4) → 5-chloro-3-methyl-1,3-benzoxazol-2(3H)-one (5790-90-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

5-chloro-2-benzoxazolinone (95-25-0) + dimethyl sulfate (77-78-1) → 5-chloro-3-methyl-1,3-benzoxazol-2(3H)-one (5790-90-9)

Guidance literature:

DOI:10.1021/jo01104a026

Reference yield:

2-hydroxy-5-chloro-aniline (95-85-2) → 5-chloro-3-methyl-1,3-benzoxazol-2(3H)-one (5790-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-methyltetrahydrofuran / 1 h / Inert atmosphere; Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

With caesium carbonate; In 2-methyltetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

methanol

5-chloro-2-dimethylamino-3-methyl-benzoxazolium; iodide

5-chloro-3-methyl-3H-benzoxazol-2-one-imine

5-chloro-2-benzoxazolinone

Downstream raw materials:

6-amino-5-chloro-3-methylbenzo[d]oxazol-2(3H)-one

5-chloro-3-methyl-6-nitrobenzo[d]oxazol-2(3H)-one

1-benzyl-3-(5-chloro-3-methyl-2-oxo-3H-benzoxazole-6-yl)thiourea

1-(4-methoxyphenyl)-3-(5-chloro-3-methyl-2-oxo-3H-benzoxazole-6-yl)thiourea