| Identification | More | [Name]
4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID | [CAS]
7206-70-4 | [Synonyms]
4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID
4-AMINO-5-CHLORO-O-ANISIC ACID
AURORA 22274
LABOTEST-BB LT00012595
TIMTEC-BB SBB003531
4-Amino-5-Chloro-2-Methoxyl Benzoic Acid
4-Amino-5-Chloro-2-MethoxybenzoicAcid98%
4-AMINO-5-CHLORO-3-METHOXYBENZOIC ACID | [EINECS(EC#)]
230-582-3 | [Molecular Formula]
C8H8ClNO3 | [MDL Number]
MFCD00038794 | [Molecular Weight]
201.61 | [MOL File]
7206-70-4.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO SLIGHTLY BEIGE POWDER | [Melting point ]
206 °C (dec.) (lit.) | [Boiling point ]
369.7±42.0 °C(Predicted) | [density ]
1.3639 (rough estimate) | [refractive index ]
1.5800 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
4.38±0.10(Predicted) | [color ]
White to slightly beige | [InChI]
InChI=1S/C8H8ClNO3/c1-13-7-3-6(10)5(9)2-4(7)8(11)12/h2-3H,10H2,1H3,(H,11,12) | [InChIKey]
RVEATKYEARPWRE-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(Cl)=C(N)C=C1OC | [CAS DataBase Reference]
7206-70-4(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
| [HS Code ]
29225090 |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE TO SLIGHTLY BEIGE POWDER | [Uses]
Metoclopramide (M338685) metabolite. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
The general procedure for the synthesis of 4-amino-5-chloro-2-methoxybenzoic acid using methyl 4-amino-5-chloro-2-methoxybenzoate as the raw material was as follows: (3) The above obtained methyl 4-amino-5-chloro-2-methoxybenzoate was mixed with potassium hydroxide at a molar ratio of 1:2.2, and stirred at reflux in a solvent mixture of 7 liters of methanol and water (in a ratio of 5:2, v/v) for more than 2 hours. Activated carbon was then added for decolorization and refluxing was continued for 30 minutes. After completion of the reaction, the activated carbon was removed by filtration. The filtrate was concentrated on a rotary evaporator to remove most of the solvent and then diluted by adding water. The pH was slowly adjusted to 5 with a 3 mol/L hydrochloric acid solution, at which point a white solid precipitated from the aqueous solution. The solid product was collected by filtration and dried to give 1.93 kg of 4-amino-5-chloro-2-methoxybenzoic acid in 91.4% yield. The structure of the product can be confirmed by hydrogen spectroscopy (Figure 1). | [References]
[1] Patent: CN105237422, 2016, A. Location in patent: Paragraph 0018; 0022
[2] Organic Preparations and Procedures International, 1992, vol. 24, # 1, p. 64 - 66
[3] Journal of Molecular Structure, 1988, vol. 172, p. 381 - 394 |
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