Name | N-Phenylanthranilic acid |
Synonyms | o-anilinobenzoicacid phenylanthranilicacid N-phenylanthranilieacid n-phenyl-anthranilicaci N-Phenylanthranilic acid N-Phenyl-o-anthranilicacid 2-(phenylamino)benzoic acid N-Phenyl 2-Aminobenzoic Acid N-Phenyl o-aminobenzoic acid 2-(phenylamino)benzoatato(2-) Benzoic acid, 2-(phenylamino)- Diphenylamine-2-carboxylic acid |
CAS | 91-40-7 |
EINECS | 202-066-8 |
InChI | InChI=1/C13H11NO2/c15-13(16)11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14H,(H,15,16)/p-1 |
InChIKey | ZWJINEZUASEZBH-UHFFFAOYSA-N |
Molecular Formula | C13H11NO2 |
Molar Mass | 213.23 |
Density | 1.1544 (rough estimate) |
Melting Point | 182-185 °C (lit.) |
Boling Point | 353.22°C (rough estimate) |
Flash Point | 186.7°C |
Water Solubility | insoluble |
Vapor Presure | 1.27E-06mmHg at 25°C |
Appearance | Grey-Green to Green Fine Powder |
Color | Light gray-green |
Merck | 14,7273 |
BRN | 1456607 |
pKa | pKa 5.28(5–10%aq. acetone t=25±0.1 I=0.11) (Uncertain) |
Storage Condition | Store below +30°C. |
Refractive Index | 1.5700 (estimate) |
MDL | MFCD00002421 |
Physical and Chemical Properties | White flake crystals. Melting point 183-184 ℃ (decomposition). Soluble in hot ethanol, slightly soluble in hot water, hot benzene and ether. |
Use | Used as a pharmaceutical Intermediate |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | CB3730000 |
TSCA | Yes |
HS Code | 29224995 |
Hazard Class | IRRITANT |
Toxicity | LD50 ipr-mus: 235 mg/kg RPTOAN 37,105,74 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | N-phenylaminobenzoic acid, also known as vanadium reagent, is an important intermediate in the synthesis of acridine compounds. It can be obtained by coupling 2-chlorobenzoic acid and aniline. |
Use | N-phenylanthranilic acid, a sensitive internal oxidation-reduction indicator. It is especially suitable for the determination of vanadium in iron and steel analysis, also known as vanadium reagent. It is an important intermediate for the synthesis of acridine compounds, and is widely used in antimalarial drugs, anti-inflammatory drugs, anti-tumor drugs and so on. A reagent for the determination of potassium dichromate and vanadate for the examination of vanadium in steel. used as pharmaceutical intermediate used as analytical reagent and redox indicator redox indicator; Testing vanadium in steel |
preparation | 2-chlorobenzoic acid (25.64mmol) and aniline (12.82mmol), potassium carbonate (19.23mmol) and copper powder (19.23mmol) were sequentially added to dimethylformamide (50 ml) solvent, then heated and refluxed at 130 ° C. Overnight, TLC detection (developing solvent was ethyl acetate: petroleum ether acetic acid = 1:1) the reaction was completed. The resulting reaction mixture was then cooled and filtered with diatomaceous earth, and the resulting filtrate was added to 200ml of water. The system was then adjusted to a pH of about 3 with hydrochloric acid, filtered with suction, and the resulting precipitate was dried, 2-(N-phenylamino) benzoic acid was obtained as a dark green solid powder in 50.72% yield with a melting point of 173.9 °c -178.0 °c. |
production method | 2g of anthranilic acid, 3.2g of bromobenzene, 2g of potassium carbonate, 0.1g of lead powder and 12mg of nitrobenzene were mixed and heated under reflux for 3 hours. The nitro group and unreacted bromobenzene were distilled off with steam, cooled and filtered, and the filtrate was made acidic with hydrochloric acid to obtain crude N-phenyl anthranilic acid. The crude product is recrystallized from benzene and is a 3G finished product. |