| Identification | More | [Name]
Methyl 3-amino-4-chlorobenzoate | [CAS]
40872-87-5 | [Synonyms]
3-AMINO-4-CHLOROBENZOIC ACID METHYL ESTER
METHYL 3-AMINO-4-CHLOROBENZOATE
METHYL, 4-CHLORO-3-AMINOBENZOATE | [Molecular Formula]
C8H8ClNO2 | [MDL Number]
MFCD03470533 | [Molecular Weight]
185.61 | [MOL File]
40872-87-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
83 °C | [Boiling point ]
292.1±20.0 °C(Predicted) | [density ]
1.311±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
crystalline powder | [pka]
1.51±0.10(Predicted) | [color ]
Pale lemon/gold | [InChI]
InChI=1S/C8H8ClNO2/c1-12-8(11)5-2-3-6(9)7(10)4-5/h2-4H,10H2,1H3 | [InChIKey]
LOCJPOYKBUUVKU-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC=C(Cl)C(N)=C1 | [CAS DataBase Reference]
40872-87-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Synthesis]
To a solution of 3-amino-4-chlorobenzoic acid (15.0 g, 88.0 mmol) in methanol (90.0 mL), thionyl chloride (13.0 mL) was added drop-wise at 0 °C. The resulting mixture was refluxed for 12h. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was diluted with water (150 mL) and extracted with ethyl acetate. The organic layer was washed with sodium bicarbonate (50 mL) and brine solution (50 mL) and dried over sodium sulfate. The organic layer was removed under a rotary evaporator to yield Methyl 3-amino-4-chlorobenzoate (15.0 g, 92.5 per cent) as an off-white solid. 1H NMR (400 MHz, CDC13) δ 3.88 (s, 3H), 4.26 (brs, 2H), 7.29 (d, J = 8.2 Hz, 1H), 7.34-7.37 (dd, J = 1.9, 8.2 Hz, 1H), 7.45 (d, J = 1.9 Hz, 1H).
| [References]
[1] Patent: WO2011/128251, 2011, A1. Location in patent: Page/Page column 201
[2] Patent: US2011/257151, 2011, A1. Location in patent: Page/Page column 74
[3] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 00708
[4] Journal of Medicinal Chemistry, 2009, vol. 52, # 8, p. 2465 - 2481
[5] Journal of Organic Chemistry, 2003, vol. 68, # 5, p. 2051 - 2053 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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