| Identification | More | [Name]
2-Amino-3-chlorobenzoic acid | [CAS]
6388-47-2 | [Synonyms]
2-AMINO-3-CHLOROBENZOIC ACID
3-CHLORO-2-AMINOBENZOIC ACID
3-CHLOROANTHRANILIC ACID
BUTTPARK 24\07-98
TIMTEC-BB SBB003844
2-Amino-3-chloro
2-Amino-3-chlorbenzoesure
3-Chloroanthranilic acid (COOH=1)
2-AMINO-3-CHLOROBENZOIC ACID (3-CHLOROANTHRANILIC ACID) | [EINECS(EC#)]
228-996-4 | [Molecular Formula]
C7H6ClNO2 | [MDL Number]
MFCD00134229 | [Molecular Weight]
171.58 | [MOL File]
6388-47-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to yellow, tan or grey crystalline powder | [Melting point ]
189-191 °C (lit.) | [Boiling point ]
0°C | [density ]
1.476±0.06 g/cm3(Predicted) | [Fp ]
0°C | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO, Methanaol | [form ]
Solid | [pka]
4.57±0.10(Predicted) | [color ]
Yellow to brown | [Water Solubility ]
Soluble in water. | [Sensitive ]
Air & Light Sensitive | [InChI]
InChI=1S/C7H6ClNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11) | [InChIKey]
LWUAMROXVQLJKA-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC(Cl)=C1N | [CAS DataBase Reference]
6388-47-2(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 .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
1 | [Hazard Note ]
Irritant | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
white to yellow, tan or grey crystalline powder | [Uses]
2-Amino-3-chlorobenzoic acid is used as pharmaceutical intermediates. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 17, p. 141, 1952 DOI: 10.1021/jo01135a014 | [Synthesis]
The synthesis of 2-Amino-3-chlorobenzoic acid is as follows:
70 ml of methanol was added to an autoclave, and cooled to -70° C., and 16 g (942 mmol) of a generated ammonia gas was added. 30 g (157 mmol) of 2,3-dichlorobenzoic acid and 0.78 g (7.85 mmol) of copper(I) chloride were added. The autoclave was sealed, and heated in an oil bath at 130° C. and 30 atmospheres for 20 hours. After the completion of the reaction, the autoclave was cooled to room temperature, and the reaction mixture was transferred into a reaction flask. 100 ml of water was added to the reaction solution, and the reaction solution was heated in an oil bath to 100° C. to remove the ammonia and the methanol. Then, the reaction solution was cooled to room temperature, and hydrochloric acid was added to adjust the pH value to 3. The precipitated crystals were filtered and dried to obtain 21.8 g of 2-amino-3-chlorobenzoic acid as white crystals with a yield of 81%.
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