3,6-Dichlorobenzo[d]isoxazole

Base Information

• Chemical Name: 3,6-Dichlorobenzo[d]isoxazole
• CAS No.: 16263-54-0
• Molecular Formula: C₇H₃Cl₂NO
• Molecular Weight: 188.013
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00544035
• Wikidata: Q82421008
• Mol file: 16263-54-0.mol

Synonyms:3,6-Dichlorobenzo[d]isoxazole;16263-54-0;3,6-DICHLORO-1,2-BENZOXAZOLE;3,6-dichlorobenzisoxazole;3,6-DICHLORO-1,2-BENZISOXAZOLE;3,6-Dichloro-benzo[d]isoxazole;MFCD06659626;SCHEMBL1839676;DTXSID00544035;POPXRBHETNDMFP-UHFFFAOYSA-N;AKOS006291816;AB25981;CS-W021823;DS-16352;SY114425

Chemical Property of 3,6-Dichlorobenzo[d]isoxazole

Chemical Property:

• Boiling Point: 290.1±20.0 °C(Predicted)
• PKA: -6.76±0.30(Predicted)
• PSA: 26.03000
• Density: 1.522±0.06 g/cm3(Predicted)
• LogP: 3.13460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.9591691
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

3,6-Dichlorobenzo[d]isoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)ON=C2Cl

Technology Process of 3,6-Dichlorobenzo[d]isoxazole

There total 5 articles about 3,6-Dichlorobenzo[d]isoxazole 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: 79.0%

6-chloro-benzo[d]isoxazol-3-ol (61977-29-5) → 3,6-dichlorobenzisoxazole (16263-54-0)

Guidance literature:

With triethylamine; trichlorophosphate; at 150 ℃; for 0.5h; Microwave irradiation;

Reference yield:

4-chloro-N,2-dihydroxybenzamide (61799-78-8) → 3,6-dichlorobenzisoxazole (16263-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: carbonyldiimidazole / tetrahydrofuran / Heating

2: POCl₃, Et₃N / Heating

With triethylamine; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jm00153a010

Reference yield:

methyl 4-chloro-2-hydroxybenzoate (22717-55-1) → 3,6-dichlorobenzisoxazole (16263-54-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂OH*HCl, aq. NaOH

2: carbonyldiimidazole / tetrahydrofuran / Heating

3: POCl₃, Et₃N / Heating

With sodium hydroxide; hydroxylamine hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jm00153a010

upstream raw materials:

6-chloro-benzo[d]isoxazol-3-ol

CBIO

4-chloro-N,2-dihydroxybenzamide

methyl 4-chloro-2-hydroxybenzoate

Downstream raw materials:

(2R)-2-[4-chloro-5-[[3-(6-methoxybenzisoxazol-3-yl)-2-oxo-benzimidazol-1-yl]methyl]phenoxy]propanoic acid

(2R)-2-[2-chloro-5-[[3-(6-methoxybenzisoxazol-3-yl)-2-oxo-benzimidazol-1-yl]methyl]phenoxy]propanoic acid

Refernces

• 1、 -. "ARALKYL SUBSTITUTED PIPERIDINE OR PIPERAZINE DERIVATIVES AND THEIR USE FOR TREATING SCHIZOPHRENIA". Page/Page column 12. . Retrieved 2011/06/10.