1,3-Oxazinan-2-one

Base Information

• Chemical Name: 1,3-Oxazinan-2-one
• CAS No.: 5259-97-2
• Molecular Formula: C4H7NO2
• Molecular Weight: 101.105
• Hs Code.: 2934999090
• Mol file: 5259-97-2.mol

Synonyms:1-oxa-3-aza-cyclohexan-2-one;tetrahydro-2H-1,3-oxazin-2-one;tetrahydro-1,3-oxazin-2-one;trimethylenecyclourethane;3,4,5,6-tetrahydro-2H-1,3-oxazin-2-one;2H-1,3-oxazin-2-one,tetrahydro;trimethylenecyclourethan;[1,3]oxazinan-2-one;

Chemical Property of 1,3-Oxazinan-2-one

Chemical Property:

• Vapor Pressure: 0.000196mmHg at 25°C
• Melting Point: 77 °C
• Boiling Point: 327.9oC at 760 mmHg
• PKA: 12.77±0.20(Predicted)
• Flash Point: 152.1oC
• PSA: 38.33000
• Density: 1.122g/cm3
• LogP: 0.44510
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Oxazinan-2-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,3-Oxazinan-2-one is a reactant used in the preparation of HIV integrase inhibitors active against raltegravir resistant strains.

Technology Process of 1,3-Oxazinan-2-one

There total 5 articles about 1,3-Oxazinan-2-one 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: 78.0%

carbon monoxide (201230-82-2) + propan-1-ol-3-amine (156-87-6) → [1,3]oxazinan-2-one (5259-97-2) + N,N'-bis(3-hydroxypropyl)urea (71466-11-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; oxygen; triethylammonium iodide; triethylamine; In acetonitrile; at 59.84 ℃; for 7h; under 750.075 Torr;

DOI:10.1016/j.apcata.2009.12.022

Reference yield: 24.3%

carbon dioxide (124-38-9,18923-20-1) + propan-1-ol-3-amine (156-87-6) → [1,3]oxazinan-2-one (5259-97-2) + 1-(3-hydroxypropyl)tetrahydropyrimidin-2(1H)-one (670227-88-0)

Guidance literature:

at 180 ℃; for 24h; under 75007.5 Torr; Autoclave;

DOI:10.1039/c0gc00059k

Reference yield:

urea (57-13-6) + trimethyleneglycol (504-63-2) → trimethylene carbonate (2453-03-4,31852-84-3) + [1,3]oxazinan-2-one (5259-97-2) + 3-hydroxypropyl carbamate (60653-88-5)

Guidance literature:

With cerium(IV) phosphate; at 145 ℃; for 4h;

upstream raw materials:

carbon dioxide

propan-1-ol-3-amine

carbon monoxide

S,S-dimethyl dithiocarbonate

Downstream raw materials:

2-oxo-dihydro-[1,3]oxazine-3-carboxylic acid anilide

1,3-diphenethylurea

N-(3-hydroxy-propyl)-N'-phenethyl-urea

3,4,5,6-tetrahydro-1-phenylpyrimidin-2(1H)-one

Refernces

• 1、 Giannoccaro, Potenzo,Ferragina, Carla,Gargano, Michele,Quaranta, Eugenio. "Pd-catalysed oxidative carbonylation of amino alcohols to N,N′-bis(hydroxyalkyl)ureas under mild conditions using molecular oxygen as the oxidant". experimental part. p. 78 - 84. Retrieved 2010/09/06.
• 2、 Leung, Man-Kit,Lai, Jun-Liang,Lau, King-Hang,Yu, Hsiao-Hua,Hsiao, Hsiang-Ju. "S,S-dimethyl dithiocarbonate: A convenient reagent for the synthesis of symmetrical and unsymmetrical ureas". . p. 4175 - 4179. Retrieved 2007/10/03.