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Chemical Structure| 3438-16-2 Chemical Structure| 3438-16-2
Chemical Structure| 3438-16-2

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CAS No.: 3438-16-2

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Product Details of 5-Chloro-2-methoxybenzoic acid

CAS No. :3438-16-2
Formula : C8H7ClO3
M.W : 186.59
SMILES Code : O=C(O)C1=CC(Cl)=CC=C1OC
MDL No. :MFCD00017546
InChI Key :HULDRQRKKXRXBI-UHFFFAOYSA-N
Pubchem ID :76970

Safety of 5-Chloro-2-methoxybenzoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 5-Chloro-2-methoxybenzoic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3438-16-2 ]

[ 3438-16-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 55877-79-7 ]
  • [ 3438-16-2 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; In ethylene glycol; at 170℃; for 7h; General procedure: 2-Ethylbenzonitrile (7.6mmol) and KOH (24.8mmol) were suspended in ethane-1,2-diol (10mL) and stirred at 170C for 7h. Then, the reaction mixture was cooled down to rt, H2O (50mL) was added and the resulting mixture was extracted three times with ether (30mL). pH of the aqueous layer was adjusted to 1 by diluted HCl and the aqueous phase was extracted three times with ether (40mL). Organic phases were collected, extracted three times with H2O (40mL) and dried over Na2SO4. The solvent was removed and obtained compound was directly used in the next step. Yield: 89.0%, white solid; mp: 64-65C; IR: 3400-2300 (b, OH), 2977 (as CH3), 2955 (as CH2), 2869 (s CH3), 1681 ( CO), 1601, 1575, 1488, 1447 ( CC aromatic) cm-1; 1H NMR (DMSO-d6, 300MHz): δ 12.79 (1H, br s, COOH), 7.76 (1H, d, J=7.0Hz), 7.43 (1H, t, J=7.5Hz), 7.33-7.21 (2H, m), 2.90 (2H, q, J=7.4Hz, CH2), 1.14 (3H, t, J=7.4Hz, CH3); 13C NMR (DMSO-d6, 75MHz): δ 169.14, 145.12, 131.96, 130.54, 130.35, 130.34, 126.04, 27.03, 16.32.
  • 2
  • [ 361345-40-6 ]
  • [ 3438-16-2 ]
  • 5-chloro-2-methoxy-N-(3-(piperazin-1-ylmethyl)phenyl)benzamide [ No CAS ]
  • 3
  • [ 361345-40-6 ]
  • [ 3438-16-2 ]
  • tert-butyl 4-(3-(5-chloro-2-methoxybenzamido)benzyl)piperazine-1-carboxylate [ No CAS ]
  • 4
  • [ 29608-05-7 ]
  • [ 3438-16-2 ]
  • 5-chloro-2-methoxy-N-(4-(piperidin-1-ylmethyl)phenyl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 120℃; for 0.25h;Microwave irradiation; This compound was prepared following the General Procedure (benzamides) 1 using 4-(piperidin- l-ylmethyl)aniline (51 mg, 0.268 mmol) and 5-chloro-2-methoxybenzoic acid (50 mg, 0.268 mmol). Yield: 67 mg (69%). 1H NMR (400 MHz, DMSO-d6) delta 10.15 (s, 1H), 7.70-7.60 (m, 2H), 7.59 (d, J= 2.8 Hz, 1H), 7.54 (dd, J= 8.8, 2.8 Hz, 1H), 7.27-7.20 (m, 2H), 7.20 (d, J = 8.9 Hz, 1H), 3.88 (s, 3H), 3.37 (s, 2H), 2.39-2.16 (m, 4H), 1.48 (p, J= 5.5 Hz, 4H), 1.42- 1.30 (m, 2H); HRMS (ESI-TOF) m/z: [M + H]+ Calcd for C20H24CIN2O2 359.1521 ; Found 359.1517.
 

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