4-AMINO-3-CHLORO-BENZOICACIDETHYLESTER
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4-AMINO-3-CHLORO-BENZOICACIDETHYLESTER
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CAS No:
82765-44-4
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Formula:
C9H10ClNO2
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Chemical Name:
4-AMINO-3-CHLORO-BENZOICACIDETHYLESTER
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Synonyms:
AKOS BB-3099;4-AMINO-3-CHLORO-BENZOIC ACID ETHYL ESTER;Benzoic acid, 4-aMino-3-chloro-, ethyl ester;ethyl 4-amino-3-chlorobenzoate(SALTDATA: FREE)
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CAS No:
4-AMINO-3-CHLORO-BENZOICACIDETHYLESTER Use and Manufacturing
To a solution of ethyl 4-aminobenzoate (2.0 mmol) inacetonitrile (2 mL mmol-1), NCS (2.05 mmol) was added.The mixture was refluxed for 5 h. Extraction was performedwith ethyl acetate and the organic layer was washed with 5percentNaOH, dried over anhydrous MgSO4, and the solvent wasremoved under reduced pressure. The product was purifiedby crystallization in hexane, which furnished 4-amino-3‑chlorobenzoate 27c as a purple crystal (mp 81-83 °C)in 86percent yield. 1H NMR (300 MHz, CDCl3) δ 1.33 (t, 3H, J 7.0 Hz, CH3), 4.29 (q, 2H, J 7.0 Hz, CH2), 6.70 (d, 1H, J 8.5 Hz, Ar‑H), 7.72 (dd, 1H, J 8.4, 1.9 Hz, Ar-H), 7.92 (d, 1H, J 1.9 Hz, Ar-H); 13C NMR (75 MHz, CDCl3) δ 14.30, 60.62, 114.35, 118.06, 120.63, 129.52, 131.12, 146.97, 165.74.Ethyl p-aminobenzoate, 49.50 g (0.30 moles) was dissolved in 500 ml of acetonitrile (CH
Computed Properties
Molecular Weight:199.63
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:199.0400063
Monoisotopic Mass:199.0400063
Topological Polar Surface Area:52.3
Heavy Atom Count:13
Complexity:187
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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