ChemicalBook > CAS DataBase List > 5-Chloroisatoic anhydride

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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3
Hazard Note: Irritant
HS Code: 2934999090

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C48104
Product name: 5-Chloroisatoic anhydride
Purity: 97%
Packaging: 5g
Price: $36.5
Updated: 2023/06/20

Sigma-Aldrich

Product number: C48104
Product name: 5-Chloroisatoic anhydride
Purity: 97%
Packaging: 25g
Price: $152
Updated: 2023/06/20

TCI Chemical

Product number: C2743
Product name: 5-Chloroisatoic Anhydride
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $77
Updated: 2025/07/31

TCI Chemical

Product number: C2743
Product name: 5-Chloroisatoic Anhydride
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $308
Updated: 2025/07/31

TRC

Product number: C370850
Product name: 5-Chloroisatoic anhydride
Packaging: 1g
Price: $60
Updated: 2021/12/16

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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

Hefei Lbao Physical & Chemical Science Co.,Ltd

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

Shaanxi Dideu Medichem Co. Ltd

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

Career Henan Chemical Co

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

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AKOS BBS-00002892

5-CHLOROISATOIC ANHYDRIDE

5-CHLOROISATONIC ANHYDRIDE

6-CHLORO-1,2-DIHYDRO-4 H-3,1-BENZOXAZINE-2,4-DIONE

6-chloro-4h-3,1-benzoxazine-2,4(1h)-dione

5-Chloroisotoic anhydride

6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione

5-Chloroisatoic

5-Chloroisatoic anhydride 97%

6-Chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

1,4-Dihydro-6-chloro-2H-3,1-benzoxazine-2,4-dione

6-Chloro-1H-3,1-benzoxazine-2,4-dione

6-Chloro-4H-3,1-benzoxazine-2(1H),4-dione

6-chloro-1H-3,1-benzoxazine-2,4-quinone

2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-

6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione, 6-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione

5-Chloroisatoic anyhydride

5-Chloroisatoic Anhydride &gt

6-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dion e

4743-17-3

C8H4ClNO3

Benzoxazines

Building Blocks

Chemical Synthesis

Halogenated Heterocycles

Heterocyclic Building Blocks

Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts