Coixol

Base Information

• Chemical Name: Coixol
• CAS No.: 532-91-2
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.16
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30201260
• Nikkaji Number: J11.724B
• Wikidata: Q72461252
• Metabolomics Workbench ID: 135368
• ChEMBL ID: CHEMBL454809
• Mol file: 532-91-2.mol

Synonyms:6-MBOA;6-methoxy-2-benzoxazolinone;6-methoxybenzoxazolinone;coixol

Chemical Property of Coixol

Chemical Property:

• Melting Point: 151-156 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 8.73±0.70(Predicted)
• Flash Point: °C
• PSA: 55.23000
• Density: 1.309g/cm³
• LogP: 1.12970
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Dichloromethane, Methanol, Tetrahydrofuran
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

98% ^*data from raw suppliers

6-Methoxybenzoxazolinone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)O2
• Uses: 6-Methoxybenzoxazolinone is an intermdiate in the synthesis of DIMBOA-4-O-β-D-glucuronide which is a metabolite of DIMBOA which acts as an antifungal and antialgal agent in crops. The benzoxazinone group within the structure allows for these effects.

Technology Process of Coixol

There total 32 articles about Coixol 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: 73.0%

2-amino-5-methoxyphenol (40925-70-0) + 1,1'-carbonyldiimidazole (530-62-1) → coixol (532-91-2)

Guidance literature:

In tetrahydrofuran; for 4h; Heating;

DOI:10.1002/jhet.5570190660

Reference yield: 55.0%

4-methoxy-2-hydroxyphenylurea (88522-69-4) → coixol (532-91-2)

Guidance literature:

at 165 ℃; for 0.5h;

DOI:10.1002/jhet.5570200555

Reference yield: 54.0%

2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (15893-52-4,147802-15-1,147802-16-2,588716-65-8) + N-butylamine (109-73-9,85404-21-3) → coixol (532-91-2) + N'-Butyl-2-[(E)-butylimino]-N-hydroxy-N-(2-hydroxy-4-methoxy-phenyl)-acetamidine

Guidance literature:

In ethanol; at 30 ℃; Rate constant; Equilibrium constant; Product distribution; also other reactants (2,7-dimethoxy-4-hydroxy-1,4-benzoxazin-3-one and 7-methoxy-2-hydroxy-1,4-benzoxazin-3-one);

DOI:10.1016/S0031-9422(00)97869-5

upstream raw materials:

phosgene

2-amino-5-methoxyphenol

2-chloro-6-methoxybenzo[d]oxazole

potassium cyanate

Downstream raw materials:

5-chloro-6-methoxy-2-benzoxazolinone

6-hydroxy-3-methyl-2(3H)-benzoxazolone

Refernces

• 1、 Smissman et al.. "-". . p. 4697. Retrieved 1957.
• 2、 Chang, Sukbok,Jung, Hoimin,Kim, Dongwook,Lee, Jeonghyo,Lee, Jia,Park, Juhyeon. "Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions". . p. 12324 - 12332. Retrieved 2020/08/06.
• 3、 -. "Benzimidazolidinone derivatives as muscarinic agents". Page/Page column 18. . Retrieved 2010/02/06.