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20776-67-4

20776-67-4 Structure

20776-67-4 Structure
IdentificationMore
[Name]

2-Amino-5-chloro-3-methylbenzoic acid
[CAS]

20776-67-4
[Synonyms]

2-AMINO-5-CHLORO-3-METHYLBENZOIC ACID
3-METHYL-5-CHLORO-ANTHRANILIC ACID
BENZOIC ACID, 2-AMINO-5-CHLORO-3-METHYL-
[EINECS(EC#)]

629-058-0
[Molecular Formula]

C8H8ClNO2
[MDL Number]

MFCD02358895
[Molecular Weight]

185.61
[MOL File]

20776-67-4.mol
Chemical PropertiesBack Directory
[Melting point ]

239-243 °C (lit.)
[Boiling point ]

348.4±42.0 °C(Predicted)
[density ]

1.401±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

very slightly in Methanol
[form ]

powder to crystal
[pka]

4?+-.0.10(Predicted)
[color ]

White to Light yellow to Light red
[InChI]

InChI=1S/C8H8ClNO2/c1-4-2-5(9)3-6(7(4)10)8(11)12/h2-3H,10H2,1H3,(H,11,12)
[InChIKey]

KOPXCQUAFDWYOE-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C1=CC(Cl)=CC(C)=C1N
[CAS DataBase Reference]

20776-67-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317
[Precautionary statements ]

P280
[Hazard Codes ]

Xi
[Risk Statements ]

R43:May cause sensitization by skin contact.
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
[WGK Germany ]

3
[HS Code ]

29224999
Hazard InformationBack Directory
[Chemical Properties]

Light yellow crystalline powder
[Uses]

2-Amino-5-chloro-3-methylbenzoic Acid is a useful research chemical for the preparation of benzoyl urea containing anthranillic acid groups with insecticidal activity.
[reaction suitability]

reaction type: solution phase peptide synthesis
[Synthesis]

3-Methylanthranilic acid

4389-45-1

2-Amino-5-chloro-3-methylbenzoic acid

20776-67-4

General procedure for the synthesis of 2-amino-5-chloro-3-methylbenzoic acid from 2-amino-3-methylbenzoic acid: In a 100 mL round-bottomed flask, 20 mL of 2-amino-3-methylbenzoic acid, 50 mL of N,N-dimethylformamide (DMF), and 30 mmol of N-chlorosuccinimide (or N-bromosuccinimide) were added. The mixture was stirred under reflux conditions for 3 hours. After the reaction was completed, the reaction solution was poured into ice water. The pH was adjusted to 6 with dilute hydrochloric acid and then filtered. The resulting solid was washed with a small amount of ethanol to give a gray solid 2-amino-5-halogeno-3-methylbenzoic acid (halogen was chlorine or bromine). The yield was 83%.

[References]

[1] Journal of Agricultural and Food Chemistry, 2012, vol. 60, # 44, p. 10942 - 10951
[2] Australian Journal of Chemistry, 2014, vol. 67, # 10, p. 1491 - 1503
[3] Patent: CN103450154, 2016, B. Location in patent: Paragraph 0063-0065
[4] Patent: CN104031026, 2017, B. Location in patent: Paragraph 0051; 0052; 0053; 0054
[5] Journal of Chemical Research, 2008, # 9, p. 530 - 533
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-5-chloro-3-methylbenzoic acid(20776-67-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

20776-67-4(sigmaaldrich)
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