| Identification | More | [Name]
2-AMINO-4-CHLOROBENZOIC ACID | [CAS]
5900-58-3 | [Synonyms]
2,4-ACBA
2-AMINO-4-CHLOROBENZOIC ACID
2-AMINO-4-CHLOROBENZOIC ACID METHYL ESTER
2-CARBOXY-5-CHLOROANILINE
3-AMINO-4-CARBOXY-1-CHLOROBENZENE
4-CHLORO-2-AMINOBENZOIC ACID
4-CHLOROANTHRANILIC ACID
4-CHLOROANTHRANILIC ACID METHYL ESTER
LABOTEST-BB LT00454298
METHYL 2-AMINO-4-CHLOROBENZOATE
METHYL 4-CHLOROANTHRANILATE
RARECHEM AL BO 0400
TIMTEC-BB SBB003711
2-Amino-4-chlorobenzoic | [EINECS(EC#)]
201-938-5 | [Molecular Formula]
C7H6ClNO2 | [MDL Number]
MFCD00007778 | [Molecular Weight]
171.58 | [MOL File]
5900-58-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
66-71 °C | [Boiling point ]
284.0±20.0 °C(Predicted) | [density ]
1.311±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
solid | [pka]
1.33±0.10(Predicted) | [color ]
Light brown | [BRN ]
1072895 | [InChI]
InChI=1S/C8H8ClNO2/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4H,10H2,1H3 | [InChIKey]
YPSSCICDVDOEAI-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC=C(Cl)C=C1N | [CAS DataBase Reference]
5900-58-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DG1570000
| [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Journal of the American Chemical Society, 68, p. 1285, 1946 DOI: 10.1021/ja01211a049 | [Synthesis]
To a single-necked flask was added 10 g of 2-amino-4-chlorobenzoic acid and 150 ml of methanol, and the mixture was cooled to 0-5 °C. 10.4 g of thionyl chloride was slowly added dropwise with stirring. After the dropwise addition, the reaction mixture was heated to reflux for 24 hours. After completion of the reaction, it was cooled to room temperature and methanol was removed by distillation under reduced pressure. To the residue, 100 ml of ethyl acetate and 100 ml of 5% sodium carbonate solution were added, stirred thoroughly and left to stratify. The aqueous layer was separated and the organic layer was washed with 100 ml of water. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 8.9 g of methyl 2-amino-4-chlorobenzoate in 82% yield. | [References]
[1] Journal of Medicinal Chemistry, 1996, vol. 39, # 17, p. 3248 - 3255
[2] Patent: CN106243046, 2016, A. Location in patent: Paragraph 0047; 0052; 0053; 0073; 0074
[3] Patent: CN107778229, 2018, A. Location in patent: Paragraph 0021
[4] Patent: WO2010/65134, 2010, A1. Location in patent: Page/Page column 60
[5] Journal of the Chemical Society, 1947, p. 808,811 |
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