2-Bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropionamide

Base Information

• Chemical Name: 2-Bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropionamide
• CAS No.: 327026-97-1
• Molecular Formula: C₁₀H₁₁BrClNO₂
• Molecular Weight: 292.56
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID401202453
• Mol file: 327026-97-1.mol

Synonyms:2-BROMO-N-(5-CHLORO-2-HYDROXYPHENYL)-2-METHYLPROPIONAMIDE;327026-97-1;2-bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropanamide;MFCD11226533;SCHEMBL13672079;DTXSID401202453;CNA02697;BBL100788;STL554582;AKOS005255639;2-Bromo-N-(5-chloro-2hydroxyphenyl)-2-methylpropionamide;2-Bromo-N-(5-chloro-2Hydroxyphenyl)-2-methylpropionamide, AldrichCPR

Chemical Property of 2-Bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropionamide

Chemical Property:

• Melting Point: 172 °C
• Boiling Point: 410.4±45.0 °C(Predicted)
• PKA: 8.77±0.48(Predicted)
• Density: 1.633±0.06 g/cm3(Predicted)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 290.96617
• Heavy Atom Count: 15
• Complexity: 248

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropionamide 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C(=O)NC1=C(C=CC(=C1)Cl)O)Br

Technology Process of 2-Bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropionamide

There total 2 articles about 2-Bromo-N-(5-chloro-2-hydroxyphenyl)-2-methylpropionamide 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: 79.0%

2-bromoisobutyric acid bromide (20769-85-1) + 2-hydroxy-5-chloro-aniline (95-85-2) → 2-bromo-N-(5-chloro-2-hydroxyphenyl)-2-methyl-propionamide (327026-97-1)

Guidance literature:

With pyridine; In dichloromethane; at 10 - 20 ℃; for 18h;

Reference yield: 53.0%

3-bromo-3-methylbutyryl bromide + 2-hydroxy-5-chloro-aniline (95-85-2) → 2-bromo-N-(5-chloro-2-hydroxyphenyl)-2-methyl-propionamide (327026-97-1)

Guidance literature:

3-bromo-3-methylbutyryl bromide; 2-hydroxy-5-chloro-aniline; In dichloromethane; for 0.166667h; Cooling with ice;

With triethylamine; In dichloromethane; for 4h;

Reference yield: 90.0%

2-bromo-N-(5-chloro-2-hydroxyphenyl)-2-methyl-propionamide (327026-97-1) → 6-chloro-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one (124188-37-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/j.ejmech.2004.05.003

upstream raw materials:

2-bromoisobutyric acid bromide

2-hydroxy-5-chloro-aniline

Downstream raw materials:

6-chloro-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

2-bromo-N-(5-chloro-2-hydroxy-3-nitro-phenyl)-2-methyl-propionamide

Refernces

• 1、 -. "PHENYLPIPERAZINES AS SEROTONIN REUPTAKE INHIBITORS". Page/Page column 9. . Retrieved 2008/06/13.
• 2、 Caliendo, Giuseppe,Perissutti, Elisa,Santagada, Vincenzo,Fiorino, Ferdinando,Severino, Beatrice,Cirillo, Donatella,D'Emmanuele Di Villa Bianca, Roberta,Lippolis, Laura,Pinto, Aldo,Sorrentino, Raffaella. "Synthesis by microwave irradiation of a substituted benzoxazine parallel library with preferential relaxant activity for guinea pig trachealis". . p. 815 - 826. Retrieved 2007/10/03.