5-Chloroisatoic anhydride
- Product Name
- 5-Chloroisatoic anhydride
- CAS No.
- 4743-17-3
- Chemical Name
- 5-Chloroisatoic anhydride
- Synonyms
- 5-Chloroisatoic;AKOS BBS-00002892;TIMTEC-BB SBB003570;5-Chloroisotoic anhydride;5-CHLOROISATOIC ANHYDRIDE;5-CHLOROISATONIC ANHYDRIDE;5-Chloroisatoic anyhydride;5-Chloroisatoic anhydride 97%;5-Chloroisatoic Anhydride >6-Chloro-1H-3,1-benzoxazine-2,4-dione
- CBNumber
- CB9285848
- Molecular Formula
- C8H4ClNO3
- Formula Weight
- 197.58
- MOL File
- 4743-17-3.mol
5-Chloroisatoic anhydride Property
- Melting point:
- 300 °C (dec.) (lit.)
- Density
- 1.540±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly)
- form
- Solid
- pka
- 9.76±0.20(Predicted)
- color
- Off-White
- CAS DataBase Reference
- 4743-17-3(CAS DataBase Reference)
- EPA Substance Registry System
- 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro- (4743-17-3)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- C48104
- Product name
- 5-Chloroisatoic anhydride
- Purity
- 97%
- Packaging
- 5g
- Price
- $36.5
- Updated
- 2023/06/20
- Product number
- C48104
- Product name
- 5-Chloroisatoic anhydride
- Purity
- 97%
- Packaging
- 25g
- Price
- $152
- Updated
- 2023/06/20
- Product number
- C2743
- Product name
- 5-Chloroisatoic Anhydride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $77
- Updated
- 2025/07/31
- Product number
- C2743
- Product name
- 5-Chloroisatoic Anhydride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $308
- Updated
- 2025/07/31
- Product number
- C370850
- Product name
- 5-Chloroisatoic anhydride
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
5-Chloroisatoic anhydride Chemical Properties,Usage,Production
Chemical Properties
White powder
Uses
5-Chloroisatoic Anhydride was used as a reagent in the synthesis of 2-acetamidobenzamides bearing the 2-phenoxy functionality which display antiproliferative activity against certain tumor cell lines. Also used in the preparation of inhibitors of delta-5 desaturase.
Preparation
5-Chloroisatoic anhydride is prepared from 5-chloro indole (9c) by stirring in a 4:1 mixture of DMF/H2O for 16 h at room temperature.
1 H NMR (DMSO-d6): δ 11.85 (s, br., 1H), 7.96 (dd, J = 0.8, 8.7 Hz, 1H), 7.87 (dd, J = 2.3, 8.7 Hz, 1H), 7.09 (dd, J = 8.8, 0.8 Hz, 1H).
Synthesis
32315-10-9
635-21-2
4743-17-3
Step 1 Synthesis of 6-chloro-1H-benzo[d][1,3]oxazine-2,4-dione: 2-Amino-5-chlorobenzoic acid (17 g, 0.1 mol) and 1,2-dichloroethane (200 mL) were added to a 500 mL three-necked round-bottom flask. A solution of triphosgene (21 g, 0.21 mol) in 1,2-dichloroethane (100 mL) was slowly added dropwise to the above solution at 80 °C. After the dropwise addition was completed, the reaction mixture was continued to be heated and stirred at 80°C for 3 hours. After completion of the reaction, the mixture was cooled to room temperature in an ice water bath. The precipitated white solid precipitate was collected by filtration and washed with an appropriate solvent and dried to afford 6-chloro-1H-benzo[d][1,3]oxazine-2,4-dione (19 g, 97% yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 11.85 (br, 1H), 7.88 (d, J = 2.4 Hz, 1H), 7.78 (dd, J = 8.7, 2.4 Hz, 1H), 7.15 (d, J = 8.7 Hz, 1H).
References
[1] Patent: US2010/120741, 2010, A1. Location in patent: Page/Page column 78
[2] Patent: WO2011/112731, 2011, A2. Location in patent: Page/Page column 174
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 16, p. 6434 - 6456
[4] Chemical Biology and Drug Design, 2010, vol. 75, # 5, p. 444 - 454
[5] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 10, p. 2295 - 2299
5-Chloroisatoic anhydride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Chloroisatoic anhydride manufacturers
- Product
- 5-Chloroisatoic anhydride 4743-17-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-08-20
- Product
- 5-Chloroisatoic Anhydride 4743-17-3
- Price
- US $1.00-22.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100000KG
- Release date
- 2024-08-13
- Product
- 5-Chloroisatoic anhydride 4743-17-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-01-02