Isatoic Anhydride

Synthesis

Product Name: Isatoic Anhydride
CAS No.: 118-48-9
Chemical Name: Isatoic Anhydride
Synonyms: 1H-BENZO[D][1,3]OXAZINE-2,4-DIONE;Isatoic;2-(carboxyamino)-benzoicacicyclicanhydride;BENZOXAZINEDIONE;4H-3,1-Benzoxazine-2,4(1H)-dione;1,2-Dihydro-3,1-benzoxazine-2,4-dione;4H-3;Isatoic Ac;4(1H)-dione;1-Benzoxazine-2
CBNumber: CB9238051
Molecular Formula: C8H5NO3
Formula Weight: 163.13
MOL File: 118-48-9.mol

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Isatoic Anhydride Property

Melting point:: 233 °C (dec.) (lit.)
Boiling point:: 290.19°C (rough estimate)
Density: 1,52 g/cm³
vapor density: 5.6 (vs air)
refractive index: 1.5510 (estimate)
Flash point:: 308 °C
storage temp.: Store below +30°C.
solubility: 0.3g/l
form: Powder
pka: 11.06±0.20(Predicted)
color: Beige to brown
Water Solubility: decomposes
Sensitive: Moisture Sensitive
BRN: 136786
LogP: 0.978 (est)
CAS DataBase Reference: 118-48-9(CAS DataBase Reference)
NIST Chemistry Reference: Isatoic anhydride(118-48-9)
EPA Substance Registry System: 2H-3,1-Benzoxazine-2,4(1H)-dione (118-48-9)

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Safety

Hazard Codes: Xi
Risk Statements: 36-43
Safety Statements: 24-26-37
WGK Germany: 1
RTECS: DM3100000
F: 3
Autoignition Temperature: >600 °C
TSCA: Yes
HS Code: 29349990
Hazardous Substances Data: 118-48-9(Hazardous Substances Data)
Toxicity: LD50 orally in Rabbit: > 6400 mg/kg LD50 dermal Rabbit > 2000 mg/kg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

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: I12808
Product name: Isatoic anhydride
Purity: 96%
Packaging: 100g
Price: $42.8
Updated: 2024/03/01

Sigma-Aldrich

Product number: I12808
Product name: Isatoic anhydride
Purity: 96%
Packaging: 500g
Price: $149
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.04784
Product name: Isatoic anhydride
Purity: for synthesis
Packaging: 100g
Price: $73.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.04784
Product name: Isatoic anhydride
Purity: for synthesis
Packaging: 500g
Price: $461
Updated: 2023/01/07

TCI Chemical

Product number: I0081
Product name: Isatoic Anhydride
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $60
Updated: 2024/03/01

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Isatoic Anhydride Chemical Properties,Usage,Production

Synthesis

Isatoic Anhydride is synthesized from indole (9a) by stirring in a 4:1 mixture of DMF/H2O for 16 h at room temperature.
¹ H NMR (DMSO-d6): δ11.73 (s, br., 1H), 7.92 (d, J = 7.8 Hz, 1H), 7.74 (t, J = 7.8 Hz, 1H), 7.26 (t, J = 7.8 Hz, 1H), 7.16 (d, J = 7.8 Hz, 1H).

Chemical Properties

BEIGE TO BROWN POWDER

Uses

Isatoic anhydride is a potent inactivator of α-chymotrypsin and inactivates stoichiometrically. Isatoic Anhydride is an important compound in the preparation of serine protease inhibitors.

Definition

A bicyclic molecule composed of a benzene ring attached at the oand mpositions to a heterocyclic ring. It forms useful anthranilic acid derivatives by reaction with hydrogen.

Preparation

Phosphorus tribromide (0.035 mol) was added to a solution of N-carbethoxy- or N-carbobenzoxy-anthranilic acid (0.1 mol;prepared by coupling anthranilic acid with the corresponding carbalkoxy chloride in the usual way) in anhydrous diethyl ether (100 mL). After 24 h at room temperature, isatoic anhydride had separated as a microcrystalline product. It was collected by filtration, washed with dry diethyl ether, and recrystallized from ethanol. Yield ca. 90%.

Flammability and Explosibility

Non flammable

Purification Methods

Recrystallise it from EtOH or 95% EtOH (30mL/g) or dioxane (10mL/g) and dry it in a vacuum. [Wagner & Fegley Org Synth Coll Vol III 488 1955, Ben-Ishai & Katchalski J Am Chem Soc 74 3688 1952, UV: Zentmyer & Wagner J Org Chem 14 967 1949, Beilstein 27 II 299, 27III/IV 3330.]

Isatoic Anhydride Preparation Products And Raw materials

Raw materials

Anthranilic acid

Preparation Products

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Isatoic Anhydride Suppliers

Americas 1 Belgium 3 Canada 2 China 308 Czech Republic 1 Europe 5 Germany 11 Hungary 2 India 33 Japan 6 Slovakia 1 South Korea 2 Spain 1 Switzerland 3 The Netherlands 1 Turkey 1 United Kingdom 13 United States 47 Global 441

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View Lastest Price from Isatoic Anhydride manufacturers

Hebei Duling International Trade Co. LTD

Product: ISATOIC ANHYDRIDE 118-48-9
Price: US $20.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000 tons
Release date: 2022-12-07

Hebei Yanxi Chemical Co., Ltd.

Product: Isatoic Anhydride 118-48-9
Price: US $25.00-10.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-11-16

Hebei Guanlang Biotechnology Co., Ltd.

Product: Isatoic Anhydride 118-48-9
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2023-02-09

118-48-9, Isatoic AnhydrideRelated Search:

6-METHYL ISATINIC ANHYDRIDE N-methylisatoic anhydride 4-NITRO-ISATOIC ANHYDRIDE Isatoic Anhydride 5-Bromoisatoic anhydride 6-CHLOROISATIN 3-[2-(Diethylamino)ethyl]-2H-1,3-benzoxazine-2,4(3H)-dione 5-Fluoroisatonic anhydride 6-Fluoroisatoic anhydride 4-Chloro-isatoic anhydride 2 H-1,3-BENZOXAZINE-2,4(3 H)-DIONE 6-Chloro-4H-3,1-benzoxazine-2(1H),4-dione,6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione,6-chloro-4h-3,1-benzoxazine-2,4(1h)-dione 5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE 1-Benzyl-2H-3,1-benzoxazine-2,4(1H)-dione 6-Hydroxy-2H-3,1-benzoxazine-2,4(1H)-dione 4-CARBOXYLIC-ISATOIC ANHYDRIDE 6,8-dichloro-2H-3,1-benzoxazine-2,4(1H)-dione N-ALLYLISATOIC ANHYDRIDE

1,2-Dihydro-3,1-benzoxazine-2,4-dione

2-(carboxyamino)-benzoicacicyclicanhydride

2,4-Dioxo-1,2-dihydro-4H-3,1-benzoxazine

4H-3,1-Benzoxazin-2,4-(1H)-dion

4H-3,1-Benzoxazin-2,4(1H)-dion

Anthranilic acid, N-carboxy-, cyclic anhydride

Benzoic acid, 2-(carboxyamino)-, cyclic anhydride

Benzoicacid,2-(carboxyamino)-,cyclicanhydride

Isato acid anhydride

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

1,2-dihydro-4h-3,1-benzoxazine-2,4-dione

1,4-DIHYDRO-2H-3,1-BENZOXAZIN-2,4-DIONE

3,1-BENZOXAZINE-2,4(1H)-DIONE

2H-3,1-BENZOXAZINE-2,4(1H)-DIONE

1H-BENZO[D][1,3]OXAZINE-2,4-DIONE

LABOTEST-BB LT00053651

ISATOLC ANHYDRIDE

ISATOIC ANHYDRIDE

BENZOXAZINEDIONE

ANTHRANILIC ACID N-CARBOXYLIC ACID ANHYDRIDE

TIMTEC-BB SBB003928

N-CARBOXYANTHRANILIC ACID CYCLIC ANHYDRIDE

2H-3,1-benzoxazine-2,4(1H)-dio

N-carboxyanthranilic acid anhydride

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

Isatoic anhydride,98%

Isatoic anhydride, 98% 100GR

3,1-Benzoxazine-2,4(1H)-dione, Anthranilic acid N-carboxylic acid anhydride

1H-3,1-Benzoxazine-2,4-dione

Isatoic

Isatoic acid anhydride

isatoicacidanhydride

Isatonicanhydride

Isatosαureanhydrid

n-carboxy-anthranilicacicyclicanhydride

N-Carboxyanthranilicanbydride

n-carboxyanthranilicanhydride

1H-Benz[d][1,3]oxazine-2,4-dione

2-(CarboxyaMino)benzoic Acid Cyclic Anhydride

Isatoic Ac

ISATOIC ANHYDRIDE FOR SYNTHESIS

Isatoic anhydrate

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

1-Benzoxazine-2

4(1H)-dione

4H-3

IsatoicAnhydride&gt

Isatin anhydride

Isatoic anhydride, 97%,

Isatoic anhydride (6CI)

Isatioc anhydride

118-48-9

C6H4C2HNO3

CC6H4NHCOO

C8H5NO3

Organic Building Blocks

Building Blocks

Carbonyl Compounds