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Chemical Structure| 940-36-3 Chemical Structure| 940-36-3

Structure of 940-36-3

Chemical Structure| 940-36-3

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Product Details of [ 940-36-3 ]

CAS No. :940-36-3
Formula : C8H8ClNO2
M.W : 185.61
SMILES Code : O=C(OC)NC1=CC=C(Cl)C=C1
English Name :Methyl (4-chlorophenyl)carbamate
MDL No. :MFCD00018569
InChI Key :CRGWHGISCDFEJY-UHFFFAOYSA-N
Pubchem ID :70326

Safety of [ 940-36-3 ]

Application In Synthesis of [ 940-36-3 ]

* 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 [ 940-36-3 ]

[ 940-36-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 67-56-1 ]
  • [ 104-12-1 ]
  • [ 940-36-3 ]
YieldReaction ConditionsOperation in experiment
91% at 70℃; for 3h; Inert atmosphere; 1-18 Production Example 1-18:
Synthesis of p-chloro-N-methoxycarbonylaniline 1.0 g (6.5 mmol) of p-chlorophenyl isocyanate and 20 mL of methanol were placed in a 50-mL test tube purged with nitrogen, and stirred at 70° C. for 3 hours. The obtained reaction mixture was dried under reduced pressure, thereby obtaining 1.1 g of a compound represented by the above formula (p-chloro-N-methoxycarbonylaniline) (yield: 91%). The 1H-NMR analysis results of the compound represented by the above formula are shown below. 1H-NMR (DMSO-d6) δ (ppm)=9.79 (br, 1H), 7.47 (d, J=8.8 Hz, 2H), 7.33 (d, J=8.8 Hz, 2H), 3.66 (s, 3H)
91% at 70℃; for 3h; Inert atmosphere; 2-18 Production Example 2-18: Synthesis of p-chloro-N-methoxycarbonylaniline 1.0 g (6.6 mmol) of p-chlorophenyl isocyanate and 20 mL of methanol were placed in a 50-mL test tube purged with nitrogen, and stirred at 70° C. for 3 hours. The obtained reaction mixture was dried under reduced pressure, thereby obtaining 1.4 g (yield: 91%) of a compound represented by the above formula (p-chloro-N-methoxycarbonylaniline). The 1H-NMR analysis results of the compound represented by the above formula are shown below. 1H-NMR (DMSO-d6) δ (ppm)=9.79 (br, 1H), 7.47 (d, J=8.8 Hz, 2H), 7.33 (d, J=8.8 Hz, 2H), 3.66 (s, 3H)
In tetrahydrofuran at 50℃; for 0.5h;
13 mg In dichloromethane at 20℃; for 4.5h; Inert atmosphere;

  • 2
  • [ 106-47-8 ]
  • [ 79-22-1 ]
  • [ 940-36-3 ]
YieldReaction ConditionsOperation in experiment
99% With sodium carbonate In water; 1,2-dichloro-ethane at 40℃; for 3h; 3.2 4.3.2 methyl (4-chlorophenyl)carbamate (6) 4-Chloroaniline (6.4 g, 50 mmol) and methyl chloroformate (5.8 mL, 75 mmol) were added to a solution of sodium carbonate (10.6 g, 100 mmol) in water (100 mL) and dichloroethane (100 mL). The reaction mixture was stirred at 40 °C for 3 h. The organic layer was separated, washed with 1 M HCl solution and brine. The organic layer was concentrated to provide the carbamate 6 in 99% (9.2 g) yield as a white solid.22 1H NMR (400 MHz, CDCl3) δ 7.33 (d, J = 8.6 Hz, 2H), 7.27 (d, J = 8.6 Hz, 2H), 6.58 (br s, 1H), 3.78 (s, 3H). 13C NMR (101 MHz, CDCl3) δ 153.9, 136.4, 129.0, 128.4, 119.9, 52.4. The 1H NMR spectra is in agreement with that reported in the literature.22
With sodium carbonate In water; 1,2-dichloro-ethane at 40℃; for 3h;
 

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