6-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid

Base Information

• Chemical Name: 6-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid
• CAS No.: 134372-47-7
• Molecular Formula: C9H8ClNO3
• Molecular Weight: 213.61800
• Hs Code.: 2934999090
• Mol file: 134372-47-7.mol

Synonyms:6-Chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid;

Chemical Property of 6-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid

Chemical Property:

• PSA: 58.56000
• LogP: 1.98050
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid

There total 3 articles about 6-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid 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: 93.0%

4-Acetyl-6-chloro-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid ethyl ester (166445-99-4) → 6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid (134372-47-7)

Guidance literature:

With sodium hydroxide; In methanol; for 3h; Heating;

DOI:10.1248/cpb.44.756

Reference yield:

ethyl 3-aminio-5-chloro-2-hydroxybenzoate (149140-78-3) → 6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid (134372-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / aq. NaHCO₃ / CHCl₃ / 2 h / 0 - 10 °C

2: 88 percent / K₂CO₃ / dimethylformamide / 3 h / 70 - 75 °C

3: 93 percent / aq. NaOH / methanol / 3 h / Heating

With sodium hydroxide; sodium hydrogencarbonate; potassium carbonate; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.756

Reference yield:

N-(3-ethoxycarbonyl-5-chloro-2-hydroxyphenyl)acetamide (139329-90-1) → 6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid (134372-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / K₂CO₃ / dimethylformamide / 3 h / 70 - 75 °C

2: 93 percent / aq. NaOH / methanol / 3 h / Heating

With sodium hydroxide; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.756

upstream raw materials:

4-Acetyl-6-chloro-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid ethyl ester

ethyl 3-aminio-5-chloro-2-hydroxybenzoate

N-(3-ethoxycarbonyl-5-chloro-2-hydroxyphenyl)acetamide

Downstream raw materials:

6-Chloro-4-(2-phenylethyl)-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid

4-benzyl-6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid