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

Base Information

• Chemical Name: 6-chloro-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one
• CAS No.: 124188-37-0
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.64500
• Mol file: 124188-37-0.mol

Synonyms:4-aza-6-chloro-2,2-dimethyl-1-oxa-3-oxo-1,2,3,4-tetrahydronaphthalene;2H-1,4-Benzoxazin-3(4H)-one, 6-chloro-2,2-dimethyl-;

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

Chemical Property:

• PSA: 38.33000
• LogP: 2.58750

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4h)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 8 articles about 6-chloro-2,2-dimethyl-4H-benzo[1,4]oxazin-3-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: 95.0%

ethyl 2-bromoisobutyrate (600-00-0) + 2-hydroxy-5-chloro-aniline (95-85-2) → 6-chloro-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one (124188-37-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-octyl-3-methylimidazolium tetrafluoroborate; at 20 ℃; for 2.5h; chemoselective reaction;

DOI:10.1016/j.tetlet.2010.01.122

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

Reference yield: 80.0%

2-bromoisobutyric acid bromide (20769-85-1) + 2-hydroxy-5-chloro-aniline (95-85-2) → 6-chloro-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one (124188-37-0)

Guidance literature:

2-hydroxy-5-chloro-aniline; With sodium carbonate; In chloroform; water;

2-bromoisobutyric acid bromide; In chloroform; water; at 0 - 20 ℃; for 4h;

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

DOI:10.1039/c8md00593a

upstream raw materials:

2-(4-chloro-2-nitrophenoxy)-2-methylpropanamide

2-(4-chloro-2-nitrophenoxy)-2-methylpropanoic acid

2-bromo-N-(5-chloro-2-hydroxyphenyl)-2-methyl-propionamide

2-hydroxy-5-chloro-aniline