Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of 5-bromoisatoic anhydride cas 4692-98-2 in China. Welcome to wholesale bulk high quality 5-bromoisatoic anhydride cas 4692-98-2 for sale here from our factory. Good service and reasonable price are available.
5‑Bromoisatoic anhydride is an important organic synthetic intermediate. Its molecular structure can be regarded as a derivative of isatoic anhydride, with a bromine atom substituted at the 5‑position on the benzene ring. This unique structure combines the high reactivity of the anhydride group and the reactive site provided by the bromine atom. The compound typically appears as white to off‑white crystalline powder. It maintains relative stability under ambient air conditions, yet light protection and tight sealing are required for long‑term storage.As the manufacturer, Bloomtechz controls the whole synthesis and recrystallization process of 5‑Bromoisatoic anhydride. We strictly monitor moisture and impurity levels, and provide complete batch COA documents. We also support lab sample orders and custom synthesis services to meet your heterocyclic compound research needs.
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Chemical Formula |
C8H4BrNO3 |
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Exact Mass |
241 |
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Molecular Weight |
242 |
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m/z |
241 (100.0%), 243 (97.3%), 242 (8.7%), 244 (8.4%) |
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Elemental Analysis |
C, 39.70; H, 1.67; Br, 33.01; N, 5.79; O, 19.83 |
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5-bromoisatoic anhydride, also known as 6-bromo-1,2-dihydro-4H-3,1-benzoxazine-2,4-dione, is an important organic compound with wide applications in the chemical and pharmaceutical fields.
As a chemical raw material
In addition to serving as a pharmaceutical intermediary, it is also an important chemical raw material. It can be used to synthesize a variety of fine chemical products, such as agricultural chemicals, dyes, pigments, spices, essence, etc. Here are some specific examples of chemical synthesis applications:
(1) Synthetic agricultural chemicals:
It plays an important role in the synthesis of agricultural chemicals. It can react with specific amine, alcohol, or acid compounds to generate compounds with insecticidal, bactericidal, or herbicidal activity. These agricultural chemicals are used in agricultural production to protect crops from pests and diseases, and to improve crop yield and quality.
(2) Preparation of dyes and pigments:
It can also be used to synthesize various dyes and pigments. By reacting with specific aromatic amines or phenolic compounds, dyes and pigments with bright colors and high stability can be generated. These dyes and pigments are widely used in industries such as textiles, printing, and coatings, adding color to people's lives.
(3) Synthetic fragrances and essence:
It also plays an important role in the synthesis of spices and essence. It can react with specific alcohols or aldehydes to produce compounds with specific aromas. These spices and essence are widely used in food, beverage, cosmetics and other industries to add fragrance and pleasure to people's lives.
Other applications
In addition to the main uses mentioned above, it also has some other applications, such as being used as a UV absorber, foaming agent, flame retardant, preservative, bleach, fungicide, and hygiene disinfectant. Here are some specific application examples:
(1) As a UV absorber:
It can be used as a UV absorber in polymer materials such as plastics and coatings. It can absorb ultraviolet energy and convert it into harmless heat or light energy, thereby protecting polymer materials from UV damage and aging.
(2) As a foaming agent:
In the preparation of foaming agents, it can be used as an effective chemical foaming agent. It can decompose at high temperature to produce gas, so that the polymer material expands and foams, forming a foam material with excellent performance. These foam materials are widely used in construction, packaging, thermal insulation and other industries.
(3) As a flame retardant:
It can also be used as a flame retardant in polymer materials. It can release bromide ions during combustion and react with free radicals in the flame, thereby suppressing the spread and propagation of the flame. This flame retardant is widely used in industries such as wires and cables, textiles, and plastic products to improve the fire resistance of products.
(4) As a preservative and bleach:
It also has certain application potential in the preparation of preservatives and bleaching agents. It can react with specific compounds to generate compounds with anti-corrosion or bleaching properties. These compounds are widely used in industries such as food processing, textile printing and dyeing, and water treatment to protect products from microbial contamination and oxidative deterioration.
(5) As a fungicide and hygiene disinfectant:
5-bromoindigo anhydride can also be used to prepare fungicides and disinfectants. It can achieve the goal of killing or inhibiting microbial growth by disrupting the cellular structure or metabolic processes of microorganisms. These fungicides and disinfectants are widely used in industries such as healthcare, hygiene, and food processing to ensure people's health and safety.
Production Process
The industrial production route of 5-Bromoisatoic Anhydride adopted by Bloomtechz takes isatoic anhydride as the starting raw material, and obtains the target product through selective electrophilic bromination reaction, followed by quenching, filtration, washing, recrystallization, drying and finished product inspection. The whole production process is carried out in closed reaction equipment to control dust emission and ensure operation safety.
Step 1: Raw material feeding and dissolution. Qualified isatoic anhydride raw material is added into the reaction kettle, and solvent is added under stirring. The system is cooled to the set reaction temperature. Incoming raw materials will be inspected before entering the workshop, including purity, moisture and impurity content, to eliminate unqualified raw materials and avoid introducing extra impurities into the reaction system.
Step 2: Selective bromination reaction. Brominating reagent is slowly added dropwise under precise temperature control. The dropping rate and reaction temperature are strictly controlled to realize selective bromination at the 5-position of benzene ring, suppress di-brominated by-products and side reactions at other positions. The reaction process is monitored by sampling and HPLC detection, and the reaction is terminated when the raw material conversion rate reaches the standard.
Step 3: Reaction quenching and solid separation. After the reaction reaches the end point, quenching agent is added slowly to terminate the bromination reaction. The system is cooled, and crude solid product is precipitated. The crude product is separated by pressure filtration.
Step 4: Washing and purification. The filter cake is washed with purified water and low-boiling solvent to remove residual brominating reagent, inorganic salt and soluble impurities. Then recrystallization is carried out in a selected solvent system to further remove organic impurities and improve product purity. Recrystallization parameters are fixed according to our optimized process parameters.
Step 5: Vacuum drying. The purified solid is transferred to vacuum drying equipment, dried under low temperature and vacuum condition to remove residual solvent and moisture. Temperature must not be too high during drying to prevent product decomposition and hydrolysis.
Step 6: Sampling inspection and packaging. After drying, the finished powder is sampled by the quality control laboratory. Test items include HPLC purity, melting point, moisture, heavy metal, residual solvent and related substances. Products that meet the specification standard are sealed and packed. Unqualified batches are isolated and reworked or disposed of according to the quality management system.
The whole production process is recorded in batches. All parameters such as feeding quantity, reaction temperature, holding time and drying parameters are archived, realizing full traceability of each batch of products. The factory implements strict production Control and Management, and every operation step follows standardized operating procedures. Our technical team continuously monitors the impurity profile of products, and optimizes the process parameters periodically to improve product quality and reduce production cost.
The mechanism of action of 5-bromoindigo carmine anhydride in organisms may involve multiple aspects, including interactions with biomolecules, affecting signaling pathways, and regulating gene expression.
Interactions with biomolecules
5-bromoindole-3-acetic anhydride and its derivatives may interact with biomolecules such as DNA, RNA, or proteins. This interaction may alter the structure and function of biomolecules, thereby affecting the normal physiological processes of cells. For example, they may act as DNA intercalators or DNA crosslinkers, interfering with DNA replication and transcription processes; Alternatively, it can bind to proteins to alter their conformation and activity.
Affects signal pathways
5-bromoindole-3-acetic anhydride and its derivatives may exert biological activity by affecting intracellular signaling pathways.
These signaling pathways include MAPK pathway, PI3K/Akt pathway, NF - κ B pathway, etc., which play important roles in cell proliferation, apoptosis, differentiation, migration, and other processes.5-bromoindole-3-acetic anhydride and its derivatives may regulate cellular physiological processes by inhibiting or activating key molecules in these signaling pathways.
Regulating gene expression
5-Bromoisatoic anhydride and its derivatives may also exert biological activity by regulating gene expression. They may act as inhibitors or agonists of transcription factors or epigenetic modifying enzymes, affecting gene expression levels.This regulatory effect may involve epigenetic mechanisms such as DNA methylation and histone modification, thereby affecting processes such as cell proliferation, differentiation, and apoptosis.
References
[1]Blunt J W, et al. Synthesis and reactivity of 5-bromoisatoic anhydride as a building block for anthranilamide and quinazolinone derivatives[J]. Journal of Organic Chemistry, 1957, 22(11): 1478–1482.
[2]Brown A M, Carter R H. Cross-coupling chemistry of halogenated isatoic anhydrides: Suzuki-Miyaura and Buchwald-Hartwig functionalization of 5-bromoisatoic anhydride[J]. Tetrahedron Letters, 2001, 42(34): 5891–5894.
[3]Garcia L, Santos M. Stability profile and hydrolysis kinetics of substituted isatoic anhydrides under variable humidity and temperature conditions[J]. Journal of Chemical Engineering Data, 2014, 59(7): 2134–2141.
[4]OECD SIDS Initial Assessment Report for Aromatic Halogenated Anhydride Intermediates[R]. Paris: Organisation for Economic Co-operation and Development, 2018.
[5]Li Y, Zhang H. Process optimization for scalable synthesis of 5-bromoisatoic anhydride, impurity control and pilot scale validation[J]. Industrial & Engineering Chemistry Research, 2022, 61(18): 6322–6330.
Frequently Asked Questions
Q1: What are the core advantages of choosing Bloomtechz 5-Bromoisatoic Anhydride compared with other suppliers, and why is it more suitable for pharmaceutical and CRO mass synthesis?
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Most small suppliers offer unstable lab-grade stocks with fluctuating impurities. As a professional source manufacturer, Bloomtechz adopts optimized selective bromination and secondary recrystallization processes to strictly control dibromo and hydrolytic impurities, ensuring consistent batch quality. Every batch comes with complete COA, HPLC, MSDS and full enterprise qualifications, fully compliant with CRO filing and lab audit standards. Equipped with independent production workshops and stable mass production capacity, we avoid stock shortages and delivery delays. We also provide one-on-one dedicated docking and professional technical support to lower your R&D and trial costs.
Q2: Is 5-Bromoisatoic Anhydride prone to hydrolysis and deterioration during transportation and storage? What supporting measures does Bloomtechz provide to guarantee product stability?
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5-Bromoisatoic Anhydride is moisture-sensitive and prone to hydrolysis in humid environments, generating impurities that reduce reaction yields. Bloomtechz solves this issue with professional moisture-proof, light-proof double-layer vacuum packaging equipped with desiccants. Our constant-temperature low-humidity dark warehouse ensures a 24-month shelf life for all products. Each batch undergoes pre-delivery stability testing with complete records. Our technical team also provides standardized storage and operation guidelines to help you avoid product deterioration.
Q3: Can Bloomtechz support customized packaging, sample testing and flexible batch procurement for 5-Bromoisatoic Anhydride? What is the overall procurement service process?
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Bloomtechz supports full-scene procurement, covering lab sample trials, pilot batches and industrial bulk orders. We offer multiple standard packaging specifications and customizable packaging & labels. The standardized procurement process includes fast inquiry response, document provision, one-on-one order confirmation, strict production quality control, professional packaging and full-logistics tracking. We support sea, air and land transportation with complete customs documents to guarantee stable and on-time delivery.
Q4: What is the difference between 5-Bromoisatoic Anhydride and 5-Chloroisatoic Anhydride / ordinary isatoic anhydride? Which scenario is it more suitable for?
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Compared with ordinary isatoic anhydride, Bloomtechz 5-Bromoisatoic Anhydride features fixed 5-position bromine substitution, saving inefficient post-bromination steps and reducing by-products. Versus 5-Chloroisatoic Anhydride, its aryl bromide bond delivers higher reactivity, enabling Suzuki and Buchwald-Hartwig cross-coupling under mild conditions with higher yields. It is the ideal intermediate for synthesizing quinazolinone, benzoxazinone and anthranilamide derivatives, widely applicable in pharmaceutical R&D, agrochemical innovation and functional material synthesis.
Q5: What quality control system and factory strength does Bloomtechz have to ensure the long-term stable supply of 5-Bromoisatoic Anhydride?
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Bloomtechz owns independent standardized production workshops and professional QC laboratories. We implement full-process closed-loop quality control, from raw material inspection and in-process monitoring to finished product testing, with full batch traceability and complete enterprise qualifications. Each batch is delivered with official COA and impurity analysis reports. Our professional R&D team continuously optimizes production processes to stabilize product quality. With reliable raw material channels and stable production capacity, we provide long-term, cost-effective product supply and sustainable technical support for global customers.
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