Indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-, methyl ester

Base Information

• Chemical Name: Indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-, methyl ester
• CAS No.: 144171-61-9
• Molecular Formula: C₂₂H₁₇ClF₃N₃O₇
• Molecular Weight: 527.841
• Hs Code.: 2934999022
• European Community (EC) Number: 604-398-2
• UNII: PKL1F8Y0FV
• DSSTox Substance ID: DTXSID3040801
• Nikkaji Number: J1.161.882K
• Wikipedia: Indoxacarb
• Wikidata: Q27286608
• ChEMBL ID: CHEMBL1902546
• Mol file: 144171-61-9.mol

Synonyms:144171-61-9;(+/-)-Indoxacarb;(+-)-Indoxacarb;Indoxacarb, (+/-)-;Indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-, methyl ester;UNII-PKL1F8Y0FV;PKL1F8Y0FV;DTXSID3040801;Indeno(1,2-e)(1,3,4)oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonyl)-, methyl ester;methyl 7-chloro-2-[methoxycarbonyl-[4-(trifluoromethoxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate;Indoxacarb 10 microg/mL in Cyclohexane;INDOXACARB, (RS)-;SCHEMBL22074;DPX-JW062;INDOXACARB, (R,S)-;DPX-MP 062;DPX-MP-062;CHEMBL1902546;DTXCID1020801;HY-B0834;INDOXACARB (RS)-FORM [MI];Tox21_303872;AKOS015895562;NCGC00164264-01;NCGC00357134-01;CAS-144171-61-9;CS-0012848;FT-0631195;FT-0659019;A808186;J-007927;Q27286608;7-chloro-2-[[N-methoxycarbonyl-4-(trifluoromethoxy)anilino]-oxomethyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylic acid methyl ester;methyl 7-chloranyl-2-[methoxycarbonyl-[4-(trifluoromethyloxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate;Methyl 7-chloro-2-((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)carbamoyl)-2,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylate

Chemical Property of Indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-, methyl ester

Chemical Property:

• Vapor Pressure: 4.59E-13mmHg at 25°C
• Melting Point: 139-141 °C
• Refractive Index: 1.601
• Boiling Point: 571.4 °C at 760 mmHg
• PKA: -1.75±0.40(Predicted)
• Flash Point: 299.3 °C
• PSA: 106.97000
• Density: 1.53 g/cm³
• LogP: 3.46680
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 527.0707121
• Heavy Atom Count: 36
• Complexity: 912

Purity/Quality:

98% indrustry grade, ^*data from raw suppliers

Indoxacarb ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N,Xn
• Hazard Codes: Xn;N,N,Xn,T
• Statements: 22-36-43-50/53-57-48/25-20/22
• Safety Statements: 26-36/37-60-61-45-37-24

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl
• Uses: Indoxacarb is an oxadiazine pesticide that acts against lepidopteran larvae and is the active ingredient in a number of household insecticides including cockroach baits. Insecticide.

Technology Process of Indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-, methyl ester

There total 12 articles about Indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-, methyl ester 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: 98.8%

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate (144171-61-9,173584-44-6,174060-41-4) → indoxacarb (144171-61-9,173584-44-6,174060-41-4)

Guidance literature:

With chiral column; In methanol; Petroleum ether; at -10 - 65 ℃; for 15h; Solvent; Temperature; Resolution of racemate;

Reference yield: 94.8%

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester (173903-15-6) + C12H11ClN2O3 (173903-23-6) → methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate (144171-61-9,173584-44-6,174060-41-4)

Guidance literature:

With sodium hydroxide; In toluene; at 25 - 30 ℃; for 2h;

Reference yield: 75.8%

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester (173903-15-6) + C27H21ClN2O5 → (S)-methyl-7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)aminoformyl]indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate (144171-61-9,173584-44-6,174060-41-4)

Guidance literature:

With piperidine; at 15 ℃; Inert atmosphere;

DOI:10.1002/jhet.2449

upstream raw materials:

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester

methyl chloroformate

4-(trifluoromethoxy)aniline

Downstream raw materials:

indoxacarb

(S)-methyl-7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)aminoformyl]indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

Refernces

• 1、 -. "Synthesis process of indoxacarb". Paragraph 0015-0017. . Retrieved 2020/05/30.