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13710-19-5

Basic Information
CAS No.: 13710-19-5
Name: N-(3-Chloro-ortho-tolyl) anthranilic acid
Article Data: 16
Molecular Structure:
Molecular Structure of 13710-19-5 (N-(3-Chloro-ortho-tolyl) anthranilic acid)
Formula: C14H12ClNO2
Molecular Weight: 261.708
Synonyms: N-(3-Chloro-o-tolyl)anthranilicacid;N-(2-Methyl-3-chlorophenyl)anthranilic acid;GEA 6414;Migea;Tolfedine;Anthranilicacid, N-(3-chloro-o-tolyl)- (7CI,8CI);Clotam;Tolfine;
EINECS: 237-264-3
Density: 1.333 g/cm3
Melting Point: 210-214 °C
Boiling Point: 405.4 °C at 760 mmHg
Flash Point: 199 °C
Solubility: Soluble in water (slightly), acetone (~10 mg/ml), DMSO (52 mg/ml at 25°C), methanol (~10 mg/ml) and ethanol (50 mg/ml).
Hazard Symbols: HarmfulXn
Risk Codes: 22
Transport Information: UN 2811 6.1/PG 3
PSA: 49.33000
LogP: 4.16320
Synthetic route
87-60-5

3-chloro-2-methylbenzenamine

118-91-2

ortho-chlorobenzoic acid

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
Stage #1: ortho-chlorobenzoic acid With sodium hydroxide for 1h; Reflux;
Stage #2: 3-chloro-2-methylbenzenamine With aluminum oxide; sodium hydroxide for 3h; Reflux;
88.6%
With copper(l) iodide; potassium carbonate; potassium iodide In water at 55 - 100℃; for 12h; Reagent/catalyst; Inert atmosphere;60%
87-60-5

3-chloro-2-methylbenzenamine

88-65-3

2-bromobenzoic-acid

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; potassium iodide In water at 55 - 100℃; for 6h; Reagent/catalyst; Inert atmosphere;83.1%
88-67-5

2-Iodobenzoic acid

87-60-5

3-chloro-2-methylbenzenamine

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; potassium iodide In water at 55 - 100℃; for 4h; Reagent/catalyst; Inert atmosphere;82%
With copper; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Schlenk technique; Inert atmosphere;
16497-87-3

potassium 2-bromobenzoate

87-60-5

3-chloro-2-methylbenzenamine

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
With N-ethylmorpholine;; copper diacetate In N,N-dimethyl-formamide at 145℃; for 4h; Ullmann-Goldberg condensation;40%
With N-ethylmorpholine;; copper diacetate In N,N-dimethyl-formamide at 145℃; for 3h;
42048-11-3

2-chloro-6-iodotoluene

118-92-3

anthranilic acid

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
With potassium acetate; copper diacetate; copper at 140℃; Inert atmosphere;

C14H11ClN2

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethanol at 95℃; for 16h; Inert atmosphere;192 mg

(3-chloro-2-methylphenyl)boronic acid

612-24-8

o-nitrobenzonitrile

13710-19-5

tolfenamic Acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phenylsilane; 1,2,2,3,4,4-hexamethylphosphetane 1-oxide / m-xylene / 5 h / 120 °C / Inert atmosphere
2: potassium hydroxide; water / ethanol / 16 h / 95 °C / Inert atmosphere
View Scheme
768-94-5

1-Adamantanamine

13710-19-5

tolfenamic Acid

C10H17N*C14H12ClNO2

Conditions
ConditionsYield
In methanol at 20℃;100%
64-04-0

phenethylamine

13710-19-5

tolfenamic Acid

C14H12ClNO2*C8H11N

Conditions
ConditionsYield
In methanol at 20℃;100%
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Chemistry

Product Name: N-(3-Chloro-ortho-tolyl) anthranilic acid
The MF of N-(3-Chloro-ortho-tolyl) anthranilic acid(13710-19-5) is C14H12ClNO2.

                                       
The MW of N-(3-Chloro-ortho-tolyl) anthranilic acid(13710-19-5) is 261.7.
Synonyms: CLOTAM;LABOTEST-BB LT00772313;2-(3-CHLORO-O-TOLUIDINO)BENZOIC ACID;2 (3-CHLORO-2-METHYLANILINO)BENZOIC ACID;gea6414;2-[(3-CHLORO-2-METHYLPHENYL)AMINO]BENZOIC ACID;TOLFENAMIC ACID;2-((3-chloro-2-methylphenyl)amino)-benzoicaci
Product Categories: Active Pharmaceutical Ingredients
Mol File: 13710-19-5.mol
EINECS: 237-264-3 
Surface Tension: 55.7 dyne/cm 
Density: 1.333 g/ml 
Flash Point: 199 °C 
Enthalpy of Vaporization: 69.28 kJ/mol 
Boiling Point: 405.4 °C at 760 mmHg 
Vapour Pressure: 2.66E-07 mmHg at 25°C 
mp: 210-214°C
Merck: 9513
CAS DataBase Reference: 13710-19-5(CAS DataBase Reference)

Uses

The N-(3-Chloro-ortho-tolyl) anthranilic acid(13710-19-5) is used as the synthesis of non-steroidal anti-inflammatory analgesic.

Toxicity Data With Reference

1.   

orl-rat LD50:225 mg/kg

   TOIZAG    Toho Igakkai Zasshi. Journal of Medical Society of Toho University. 28 (1981),99.
2.   

ipr-rat LD50:238 mg/kg

   TOIZAG    Toho Igakkai Zasshi. Journal of Medical Society of Toho University. 29 (1983),851.
3.   

scu-rat LD50:246 mg/kg

   IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 14 (1983),838.
4.   

orl-mus LD50:280 mg/kg

   IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 14 (1983),838.
5.   

ipr-mus LD50:185 mg/kg

   IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 14 (1983),838.
6.   

scu-mus LD50:267 mg/kg

   IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 14 (1983),838.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Cl and NOx.
Safety information of N-(3-Chloro-ortho-tolyl) anthranilic acid(13710-19-5):
Hazard Codes: Xn
Risk Statements: 22
R22: Harmful if swallowed ;
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: CB2687500

Specification

The N-(3-Chloro-ortho-tolyl) anthranilic acid(13710-19-5) is stable under normal temperatures and pressures.Decomposition are carbon monoxide, carbon dioxide, nitrogen oxides, hydrogen chloride gas.