8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione

Base Information

• Chemical Name: 8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione
• CAS No.: 331646-98-1
• Molecular Formula: C8H4BrNO3
• Molecular Weight: 242.029
• Hs Code.: 2934999090
• Mol file: 331646-98-1.mol

Synonyms:3-Bromoisatoicanhydride;

Chemical Property of 8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione

Chemical Property:

• Refractive Index: 1.622
• PSA: 63.07000
• Density: 1.826 g/cm³
• LogP: 1.24380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione

There total 4 articles about 8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione 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: 88.0%

7-bromoisatin (20780-74-9) → 8-bromo-1H-benzo[d][1,3]oxazine-2,4-dione (331646-98-1)

Guidance literature:

With diphenyl diselenide; dihydrogen peroxide; In N,N-dimethyl-formamide; acetonitrile; at 25 ℃; for 8h; Schlenk technique; Green chemistry;

DOI:10.1039/c5cy01030f

Reference yield: 83.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-3-bromo benzoic acid (20776-51-6) → 8-bromo-1H-benzo[d][1,3]oxazine-2,4-dione (331646-98-1)

Guidance literature:

In tetrahydrofuran; for 4h; Reflux;

DOI:10.1039/d1cc04832e

Reference yield: 78.0%

7-bromo-1 H-indole-3-carbaldehyde (115666-21-2) → 8-bromo-1H-benzo[d][1,3]oxazine-2,4-dione (331646-98-1)

Guidance literature:

With Oxone; In water; acetonitrile; at 40 ℃; for 1h;

DOI:10.1039/c3ob41802b

upstream raw materials:

7-bromo-1 H-indole-3-carbaldehyde

bis(trichloromethyl) carbonate

2-amino-3-bromo benzoic acid

7-bromoisatin

Downstream raw materials:

2-amino-3-bromobenzamide

C₁₃H₉BrN₂O

C₁₄H₁₁BrN₂S

C₁₉H₁₉N₃S

Refernces

• 1、 Jiao, Xiaoyun,Li, Jingwen,Li, Yong,Liu, Kaiqiang,Tang, Bo,Wang, Xu,Xie, Xilei,Xie, Yingying,Zhang, Jian. "Harnessing SeN to develop novel fluorescent probes for visualizing the variation of endogenous hypobromous acid (HOBr) during the administration of an immunotherapeutic agent". supporting information. p. 12679 - 12682. Retrieved 2021/12/07.
• 2、 Jentsch, Nicholas G.,Hume, Jared D.,Crull, Emily B.,Beauti, Samer M.,Pham, Amy H.,Pigza, Julie A.,Kessl, Jacques J.,Donahue, Matthew G.. "Quinolines from the cyclocondensation of isatoic anhydride with ethyl acetoacetate: Preparation of ethyl 4-hydroxy-2-methylquinoline-3-carboxylate and derivatives". . p. 2529 - 2536. Retrieved 2018/10/21.