6H-1,3-Oxazine-5-carboxaldehyde, 2-(dimethylamino)-6-oxo-4-phenyl-

Base Information

• Chemical Name: 6H-1,3-Oxazine-5-carboxaldehyde, 2-(dimethylamino)-6-oxo-4-phenyl-
• CAS No.: 100230-70-4
• Molecular Formula: C13H12N2O3
• Molecular Weight: 244.24600
• DSSTox Substance ID: DTXSID20358378
• Wikidata: Q82138896
• Mol file: 100230-70-4.mol

Synonyms:100230-70-4;6H-1,3-Oxazine-5-carboxaldehyde, 2-(dimethylamino)-6-oxo-4-phenyl-;2-Dimethylamino-6-oxo-4-phenyl-6H-[1,3]oxazine-5-carbaldehyde;2-(dimethylamino)-6-oxo-4-phenyl-1,3-oxazine-5-carbaldehyde;MFCD00831631;2-(dimethylamino)-6-oxo-4-phenyl-6H-1,3-oxazine-5-carbaldehyde;Oprea1_231339;DTXSID20358378;STK398263;AKOS000312911;CS-0335770

Chemical Property of 6H-1,3-Oxazine-5-carboxaldehyde, 2-(dimethylamino)-6-oxo-4-phenyl-

Chemical Property:

• Vapor Pressure: 6.57E-06mmHg at 25°C
• Boiling Point: 377.8oC at 760 mmHg
• Flash Point: 182.3oC
• PSA: 63.41000
• Density: 1.22g/cm3
• LogP: 1.58030
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 244.08479225
• Heavy Atom Count: 18
• Complexity: 418

Purity/Quality:

2-(DIMETHYLAMINO)-6-OXO-4-PHENYL-1,3-OXAZINE-5-CARBALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=NC(=C(C(=O)O1)C=O)C2=CC=CC=C2

Technology Process of 6H-1,3-Oxazine-5-carboxaldehyde, 2-(dimethylamino)-6-oxo-4-phenyl-

There total 3 articles about 6H-1,3-Oxazine-5-carboxaldehyde, 2-(dimethylamino)-6-oxo-4-phenyl- 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: 80.0%

3-phenyl-4H-isoxazol-5-one (1076-59-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-chloro-3-phenylisoxazole-4-carboxaldehyde (100230-72-6) + 2-(dimethylamino)-5-formyl-4-phenyl-1,3-oxazin-6-one (100230-70-4)

Guidance literature:

With trichlorophosphate; In tetrachloromethane; for 2h; Heating;

DOI:10.1021/jo00391a048

Reference yield: 15.0%

3-phenyl-4H-isoxazol-5-one (1076-59-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-chloro-3-phenylisoxazole-4-carboxaldehyde (100230-72-6) + 2-(dimethylamino)-5-formyl-4-phenyl-1,3-oxazin-6-one (100230-70-4) + 4-dimethylaminomethylene-3-phenyl-4-hydroisoxazol-5-one (5272-46-8)

Guidance literature:

With trichlorophosphate; In tetrachloromethane; for 1.5h; Heating;

DOI:10.1021/jo00391a048

Reference yield:

3-phenyl-4H-isoxazol-5-one (1076-59-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(dimethylamino)-5-formyl-4-phenyl-1,3-oxazin-6-one (100230-70-4)

Guidance literature:

With trichlorophosphate; Yield given. Multistep reaction; 2.) a) RT, 2 h, b) 80 deg C, 3 h;

DOI:10.1021/jo00356a039

upstream raw materials:

3-phenyl-4H-isoxazol-5-one

N,N-dimethyl-formamide

Downstream raw materials:

1,1-Dimethyl-3-((E)-3-oxo-1-phenyl-propenyl)-urea

(Z)-3-(3,3-Dimethyl-ureido)-2-formyl-3-phenyl-acrylic acid

Refernces

• 1、 Anderson, David J.. "A Reinvestigation of the Vilsmeier Reaction of 3-Phenyl-5-isoxazolinone. Isolation of 1,3-Oxazin-6-ones". . p. 945 - 947. Retrieved 2007/10/02.