| Identification | More | [Name]
4-Amino-3-chlorobenzoic acid | [CAS]
2486-71-7 | [Synonyms]
3-CHLORO-4-AMINOBENZOIC ACID
4-AMINO-3-CHLORBENZOIC ACID
4-AMINO-3-CHLOROBENZOIC ACID
4-AMNIO-3-CHLOROBENZIOC ACID
BUTTPARK 29\06-53
RARECHEM AL BO 0579 | [EINECS(EC#)]
219-630-4 | [Molecular Formula]
C7H6ClNO2 | [MDL Number]
MFCD00460423 | [Molecular Weight]
171.58 | [MOL File]
2486-71-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
228 °C | [Boiling point ]
341.2±27.0 °C(Predicted) | [density ]
1.476±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
4.49±0.10(Predicted) | [color ]
White to Orange to Green | [Major Application]
peptide synthesis | [InChI]
1S/C7H6ClNO2/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3H,9H2,(H,10,11) | [InChIKey]
YIYBPEDZAUFQLO-UHFFFAOYSA-N | [SMILES]
Nc1ccc(cc1Cl)C(O)=O | [CAS DataBase Reference]
2486-71-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
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 .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29224999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
4-?Amino-?3-?chlorobenzoic Acid is a reagent used in the synthesis of orally bioavailable 1H-Pyrrolo[3,2-c]pyridine inhibitors of mitotic kinase MPS1which is overexpressed in cancer cell lines. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure for the synthesis of 3-chloro-4-aminobenzoic acid from methyl 4-amino-3-chlorobenzoate:
1. Saponification reaction: 4-amino-3-chlorobenzoic acid methyl ester (21.6 mmol) was dissolved in ethanol (25 mL) and 1M NaOH aqueous solution (25 mL), and heated to reflux for 2 hours.
2. Post-treatment: after completion of the reaction, the organic solvent was removed by evaporation and the pH of the reaction solution was adjusted to 4 with acid.
3. Isolation and purification: The precipitate was collected by filtration, washed with water and subsequently dried under vacuum to obtain the target product 3-chloro-4-aminobenzoic acid.
Yield: 92%.
1H NMR (D6-DMSO) δ: 6.15 (s, 2H), 6.79 (d, 1H), 7.59 (dd, 1H), 7.71 (d, 1H), 12.37 (br s, 1H). | [References]
[1] Patent: WO2005/39572, 2005, A1. Location in patent: Page/Page column 25
[2] Patent: WO2006/114093, 2006, A1. Location in patent: Page/Page column 37 |
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