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Chemical Structure| 41789-37-1 Chemical Structure| 41789-37-1

Structure of 41789-37-1

Chemical Structure| 41789-37-1

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Product Details of [ 41789-37-1 ]

CAS No. :41789-37-1
Formula : C6H4Cl3N
M.W : 196.46
SMILES Code : ClCC1=CC=C(Cl)N=C1Cl
MDL No. :MFCD07368052

Safety of [ 41789-37-1 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 41789-37-1 ]

* 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 [ 41789-37-1 ]

[ 41789-37-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 55304-90-0 ]
  • [ 41789-37-1 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride;N,N-dimethyl-formamide; In dichloromethane; at 0 - 25℃; for 6.0h;Inert atmosphere; 2,6-Dichloro-3-pyridineacetonitrile (11a). A solution of 9a (848 mg, 4.76 mmol) in 5 mL of CH2C12 was treated with 5 mL of SOCl2 and 3 drops of DMF at 0 C. The resulting solution was stirred at 0 C for 1 h and then warmed to 25 C and stirred for another 5 h. The reaction was concentrated. The residue was dissolved in 50 mL of CH2CI2and the solution was washed with saturated NaHC03 and brine, dried (Na2S04), and concentrated to give 1.02 g of crude 2,6-dichloro-3-chloromethylpyridine (10a), which was used without further purification. A small portion of crude 10a was recrystallized to give an analytical sample: mp 83-84 C; 1H NMR 7.82 (d, 1, J = 8.0), 7.33 (d, 1, J = 8.0), 4.66 (s, 2); 13C NMR 150.1, 149.5, 141.2, 130.6, 123.5, 41.8; IR 1580, 1552, 1426, 1353. The data are identical to those previously reported. A solution of crude 10a dissolved in 20 mL 9: 1 EtOH/H20 was treated with NaCN (466 mg, 9.52 mmol). The resulting solution was heated at 80 C for 4 h. The reaction was cooled and diluted with H20 (50 mL), and extracted with CH2C12 (3 x 50 mL). The combined organic layers were washed with H20 and brine and dried (Na2S04). Concentration gave 952 mg of crude 11a. Flash chromatography (5: 1 hexanes/EtOAc) gave 572 mg (64%) of pure 11a: mp 90-91 C (lit. 80-82 C, lit. 89-91 C ); 1H NMR 7.86 (d, 1, J = 8.0), 7.38 (d, 1, J = 8.0), 3.85 (s, 2); 13C NMR 150.4, 149.3, 140.2, 124.0, 123.7, 115.4, 21.4; IR 2265. The 1H NMR data are identical to those previously reported.
 

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