N-Allylisatoic anhydride

Base Information

• Chemical Name: N-Allylisatoic anhydride
• CAS No.: 50784-07-1
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60352830
• Nikkaji Number: J1.324.737D
• Wikidata: Q82130215
• ChEMBL ID: CHEMBL2146659
• Mol file: 50784-07-1.mol

Synonyms:N-Allylisatoic anhydride;50784-07-1;1-prop-2-enyl-3,1-benzoxazine-2,4-dione;1-Allyl-1,4-dihydro-2H-3,1-benzoxazine-2,4-dione;1-Allyl-1H-benzo[d][1,3]oxazine-2,4-dione;N-Allylisatoicanhydride;SCHEMBL4593193;CHEMBL2146659;DTXSID60352830;LPYKDXKUIKQFQI-UHFFFAOYSA-N;MFCD00052602;AKOS002751851;FT-0607302;A828298;J-504167

Chemical Property of N-Allylisatoic anhydride

Chemical Property:

• Vapor Pressure: 0.000228mmHg at 25°C
• Melting Point: 104-106 °C
• Refractive Index: 1.573
• Boiling Point: 325.6 °C at 760 mmHg
• Flash Point: 150.7 °C
• PSA: 52.21000
• Density: 1.265 g/cm³
• LogP: 1.14070
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 300

Purity/Quality:

98%min ^*data from raw suppliers

N-ALLYLISATOIC ANHYDRIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN1C2=CC=CC=C2C(=O)OC1=O

Technology Process of N-Allylisatoic anhydride

There total 5 articles about N-Allylisatoic anhydride 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: 84.0%

isatoic anhydride (118-48-9) + allyl iodid (556-56-9) → 1-allyl-1H-benzo[d][1,3]oxazine-2,4-dione (50784-07-1)

Guidance literature:

isatoic anhydride; With sodium hydride; In N,N-dimethyl acetamide; mineral oil; at 0 ℃; for 1h;

allyl iodid; In N,N-dimethyl acetamide; mineral oil; at 20 ℃; for 1.5h;

Reference yield: 82.0%

isatoic anhydride (118-48-9) + allyl bromide (106-95-6) → 1-allyl-1H-benzo[d][1,3]oxazine-2,4-dione (50784-07-1)

Guidance literature:

isatoic anhydride; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

allyl bromide; In N,N-dimethyl-formamide; for 18h;

DOI:10.1016/j.bmc.2012.08.049

Reference yield: 81.0%

1-allyl-1H-indole-2,3-dione (830-74-0) → 1-allyl-1H-benzo[d][1,3]oxazine-2,4-dione (50784-07-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 60 ℃; for 2h;

DOI:10.1134/S1070363215090030

upstream raw materials:

isatoic anhydride

allyl bromide

allyl iodid

1-allyl-1H-indole-2,3-dione

Downstream raw materials:

2-(N-allylamino)benzoic acid

5-allyl-5,10b-dihydro-10b-methylthio-11H-quinindolin-11-one

2-allylamino-N-benzyl-N-(2,2-diethoxy-ethyl)-benzamide

2-allylamino-N-(2,2-dimethoxy-ethyl)-N-methyl-benzamide

Refernces

• 1、 Wang, Zi-Xuan,Xiang, Jia-Chen,Wang, Miao,Ma, Jin-Tian,Wu, Yan-Dong,Wu, An-Xin. "One-Pot Total Synthesis of Evodiamine and Its Analogues through a Continuous Biscyclization Reaction". supporting information. p. 6380 - 6383. Retrieved 2018/10/20.
• 2、 Bogdanov,Sadykov,Musin,Khamatgalimov,Krivolapov,Dobrynin,Mironov. "Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride". . p. 2030 - 2036. Retrieved 2015/10/29.