(1,3-BENZODIOXOL-5-YLMETHYLENE)(PHENYL)AZANE OXIDE

Base Information

• Chemical Name: (1,3-BENZODIOXOL-5-YLMETHYLENE)(PHENYL)AZANE OXIDE
• CAS No.: 95794-11-9
• Molecular Formula: C14H11NO3
• Molecular Weight: 241.246
• Mol file: 95794-11-9.mol

Synonyms:

Chemical Property of (1,3-BENZODIOXOL-5-YLMETHYLENE)(PHENYL)AZANE OXIDE

Chemical Property:

• Melting Point: 135 °C
• PSA: 47.21000
• LogP: 3.19940

Purity/Quality:

(1,3-BENZODIOXOL-5-YLMETHYLENE)(PHENYL)AZANE OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1,3-BENZODIOXOL-5-YLMETHYLENE)(PHENYL)AZANE OXIDE

There total 6 articles about (1,3-BENZODIOXOL-5-YLMETHYLENE)(PHENYL)AZANE OXIDE 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: 82.0%

piperonal (120-57-0,30024-74-9) + nitrobenzene (98-95-3,26969-40-4) → (Z)-1-(benzo[d][1,3]dioxol-5-yl)-N-phenylmethanimine oxide (95794-11-9,200341-04-4)

Guidance literature:

With acetic acid; zinc; In ethanol; at 0 - 20 ℃; for 2h; stereospecific reaction;

DOI:10.1016/j.bmc.2015.12.007

Reference yield: 79.0%

piperonal (120-57-0,30024-74-9) + N-Phenylhydroxylamine (100-65-2) → N-(benzo[d][1,3]dioxol-5-ylmethylene)aniline oxide (95794-11-9)

Guidance literature:

With clay; for 2h; Ambient temperature;

DOI:10.1080/00397919708005449

Reference yield: 45.0%

piperonal (120-57-0,30024-74-9) + Nitrosobenzene (586-96-9) → (Z)-1-(benzo[d][1,3]dioxol-5-yl)-N-phenylmethanimine oxide (95794-11-9,200341-04-4)

Guidance literature:

With L-proline; In methanol; at 20 ℃; for 3h; Green chemistry;

DOI:10.1016/j.tet.2018.06.001

upstream raw materials:

piperonal

N-Phenylhydroxylamine

nitrobenzene

Nitrosobenzene

Downstream raw materials:

piperonal

azoxybenzene

2-chloro-4-[2,4-diphenyl-3-(3,4-methylenedioxyphenyl)-3H-triazolidine-5-on-1-yl]quinoline-3-carbonitrile

(3R,3aS,6aR)-3-Benzo[1,3]dioxol-5-yl-2,5-diphenyl-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione

Refernces

• 1、 Zhang, Dong,Yin, Chengkai,Zhou, Yuhang,Xu, Yali,Lin, Lili,Liu, Xiaohua,Feng, Xiaoming. "Chiral: N, N ′-dioxide/Co(II)-promoted asymmetric 1,3-dipolar cycloaddition of nitrones with methyleneindolinones". supporting information. p. 7925 - 7928. Retrieved 2017/07/22.
• 2、 Hardman, Andrea M.,So, Sonia S.,Mattson, Anita E.. "Urea-catalyzed construction of oxazinanes". supporting information. p. 5793 - 5797. Retrieved 2013/09/12.