BenzaMide, 3-hydroxy-N,N-diMethyl-

Base Information

• Chemical Name: BenzaMide, 3-hydroxy-N,N-diMethyl-
• CAS No.: 15789-03-4
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2924299090
• Mol file: 15789-03-4.mol

Synonyms:BenzaMide, 3-hydroxy-N,N-diMethyl-;3-[(DiMethylaMino)carbonyl]phenol

Chemical Property of BenzaMide, 3-hydroxy-N,N-diMethyl-

Chemical Property:

• Melting Point: 133 °C(Solv: 1,4-dioxane (123-91-1))
• Boiling Point: 344.0±25.0 °C(Predicted)
• PKA: 9.36±0.10(Predicted)
• PSA: 40.54000
• Density: 1.153±0.06 g/cm3(Predicted)
• LogP: 1.09400
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

3-[(Dimethylamino)carbonyl]phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-[(Dimethylamino)carbonyl]phenol can be used in the synthesis of novel purine and bicyclic pyrimidine, which are factor Xa inhibitors, and also have high selectivity over thrombin and trypsin.

Technology Process of BenzaMide, 3-hydroxy-N,N-diMethyl-

There total 9 articles about BenzaMide, 3-hydroxy-N,N-diMethyl- 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%

N,N-dimethyl-m-methoxybenzamide (7290-99-5) → 3-hydroxy-N,N-dimethylbenzamide (15789-03-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃;

DOI:10.3762/bjoc.13.151

Reference yield: 71.0%

3-Carboxyphenol (99-06-9) + dimethyl amine (124-40-3) → 3-hydroxy-N,N-dimethylbenzamide (15789-03-4)

Guidance literature:

3-Carboxyphenol; With triethylamine; In tetrahydrofuran; at -30 ℃; for 0.5h; Inert atmosphere;

With isobutyl chloroformate; In tetrahydrofuran; at -30 ℃; for 2.25h; Inert atmosphere;

dimethyl amine; In tetrahydrofuran; at -30 - 25 ℃; for 19h; Inert atmosphere;

Reference yield: 68.0%

C11H13NO3 (1391926-53-6) → 3-hydroxy-N,N-dimethylbenzamide (15789-03-4)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 5h;

upstream raw materials:

3-Carboxyphenol

N,N-dimethyl-formamide

dimethyl amine

3-(chlorocarbonyl)phenyl acetate

Downstream raw materials:

3-(tert-butyldimethylsilyloxy)-N,N-dimethylbenzamide

3-(tert-butyldimethylsilyloxy)-N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

3-hydroxy-5-(4-(4-methoxybenzyloxy)-5-methylpyrimidin-2-yl)-N,N-dimethylbenzamide

N,N-dimethyl-3-(5-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)-5-(4-(methylsulfonyl)phenoxy)benzamide

Refernces

• 1、 -. "Tripterygium wilfordii derivative and application". Paragraph 0039; 0041; 0046; 0048. . Retrieved 2019/07/04.
• 2、 Kawano, Shota,Saito, Kodai,Yamada, Tohru. "Amidation reaction of carboxylic acid with formamide derivative using SO3?pyridine". supporting information. p. 584 - 586. Retrieved 2018/04/12.