| Identification | More | [Name]
2-Amino-5-chlorobenzoic acid | [CAS]
635-21-2 | [Synonyms]
2-AMINO-5-CHLOROBENZOIC ACID
2-CARBOXY-4-CHLOROANILINE
5-AMINO-3-CARBOXY-1-CHLOROBENZENE
5-CHLORO-2-AMINOBENZOIC ACID
5-CHLOROANTHRANILIC ACID
OTAVA-BB BB7020040772
RARECHEM AL BO 0288
2-amino-5-chloro-benzoicaci
Anthranilic acid, 5-chloro-
2-AMINO-5-CHLOROBENZOIC ACID, TECH., 90%
Benzoic acid, 2-amino-5-chloro-
5-CHLORO-2-AMINEBENOATIC ACID
2-AMINO-5-CHLOROBENZOIC ACID (5-CHLOROANTHRANILIC ACID) | [EINECS(EC#)]
211-230-8 | [Molecular Formula]
C7H6ClNO2 | [MDL Number]
MFCD00007838 | [Molecular Weight]
171.58 | [MOL File]
635-21-2.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R37/38:Irritating to respiratory system and skin .
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29224900 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powder | [Uses]
2-Amino-5-chlorobenzoic acid is a chlorinated derivative of antharilic acid,it is a metabolite of the pesticide Chlordimeform and it is used in the preparation of disease-modifying antirheumatic drugs (DMARDs).
| [Uses]
5-Chloroanthranilic Acid is a chlorinated derivative of anthranilic acid. 5-Chloroanthranilic Acid is a metabolite of the pesticide Chlordimeform. 5-Chloroanthranilic Acid is used in the preparation o
f disease-modifying antirheumatic drugs (DMARDs). | [Definition]
ChEBI:2-amino-5-chlorobenzoic acid is a member of the class of chlorobenzoic acids that is benzoic acid in which the ring hydrogens at positions 2 and 5 are replaced by amino and chloro groups, respectively. It is an aminobenzoic acid, a member of monochlorobenzenes and a chlorobenzoic acid. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure for the synthesis of 2-amino-5-chlorobenzoic acid from 5-chloro-2-nitrobenzoic acid: active Raney nickel (2 g) was added to the reaction flask, followed by the addition of an ethanol solution of 5-chloro-2-nitrobenzoic acid (20 g, 110 mmol). The reaction mixture was stirred at room temperature in a hydrogen atmosphere overnight. Upon completion of the reaction, the reaction solution was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 16 g of white solid product (96% yield). The product was characterized by 1H NMR (DMSO-d6): δ 6.77 (d, J = 8.9 Hz, 1H), 7.24 (dd, J = 2.9, 8.9 Hz, 1H), 7.62 (d, J = 2.9 Hz, 1H), 8.7 (br, 3H); EIMS: 170 (M-H). | [References]
[1] Collection of Czechoslovak Chemical Communications, 1984, vol. 49, # 1, p. 86 - 109
[2] Patent: WO2004/74218, 2004, A2. Location in patent: Page 115-116
[3] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 12, p. 2801 - 2809
[4] Chemical Biology and Drug Design, 2016, p. 710 - 723
[5] Zhurnal Obshchei Khimii, 1938, vol. 8, p. 1797,1801 |
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