2-(dimethylamino)-4H-1,3-benzoxazin-4-one

Base Information

• Chemical Name: 2-(dimethylamino)-4H-1,3-benzoxazin-4-one
• CAS No.: 776-70-5
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.202

Synonyms:

Chemical Property of 2-(dimethylamino)-4H-1,3-benzoxazin-4-one

Chemical Property:

• Vapor Pressure: 0.000968mmHg at 25°C
• Boiling Point: 302.8°Cat760mmHg
• Flash Point: 136.9°C
• Density: 1.23g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(dimethylamino)-4H-1,3-benzoxazin-4-one

There total 6 articles about 2-(dimethylamino)-4H-1,3-benzoxazin-4-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: 51.0%

1,2-benz-4-isooxazolin-3-one (21725-69-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-N,N-dimethylamino-1,3-benzoxazin-4-one (776-70-5)

Guidance literature:

With trichlorophosphate; In toluene; at 60 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.10.027

Reference yield: 30.0%

1,2-benzisoxazol-3-yl trifluoromethanesulfonate (917251-79-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-N,N-dimethylamino-1,3-benzoxazin-4-one (776-70-5)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; at 125 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.10.027

Reference yield:

(4-Chloro-benzo[e][1,3]oxazin-2-ylidene)-dimethyl-ammonium; chloride → 2-N,N-dimethylamino-1,3-benzoxazin-4-one (776-70-5)

Guidance literature:

With potassium carbonate; In water; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(01)91181-5

upstream raw materials:

3-ethyl-1-(2-hydroxy-benzoyl)-imidazolidine-2,4-dione

N,N,N',N'-tetramethylguanidine

salicylonitrile

1,2-benz-4-isooxazolin-3-one

Refernces

Stereoselective synthesis of amphiasterin B4: Assignment of absolute configuration

10.1016/j.tetlet.2010.10.098

The research focuses on the first asymmetric synthesis of (+)-amphiasterin B4, a cytotoxic metabolite isolated from a marine sponge, using a chiral pool strategy to prepare the enantiomerically pure form of this compound. The purpose of this study was to synthesize amphiasterin B4 and determine its absolute stereochemistry, which was previously unspecified. The researchers successfully synthesized (+)-amphiasterin B4, starting from a known (S)-b-benzyloxy-γ-lactone, and confirmed the identity and stereochemistry of the synthesized product by comparing it with the properties of the authentic material. The conclusion was that the absolute configurations of the naturally occurring amphiasterin B4 should be assigned as 3R, 4R, and 5S. Key chemicals used in the synthesis process included dihydroxyacetone dimer, (S)-(-)-α-methylbenzylamine, 2-phenylsulfonyl-3-phenyloxaziridine, methylmagnesium bromide, sodium borohydride, and various protecting groups such as THP, TBDPS, TBS, and catalytic reagents like PDC and PTSA.

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