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Chemical Structure| 37893-37-1 Chemical Structure| 37893-37-1

Structure of 37893-37-1

Chemical Structure| 37893-37-1

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Product Details of [ 37893-37-1 ]

CAS No. :37893-37-1
Formula : C7H6ClNO2
M.W : 171.58
SMILES Code : NC(=O)C1=C(O)C=C(Cl)C=C1
MDL No. :MFCD11130856

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Application In Synthesis of [ 37893-37-1 ]

* 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 [ 37893-37-1 ]

[ 37893-37-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13220-33-2 ]
  • [ 37893-37-1 ]
  • [ 124-63-0 ]
  • [ 91832-77-8 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In N-methyl-acetamide; benzene; Preparation 7 4-Chloro-2-[(1-methyl-3-pyrrolidinyl)oxy]benzamide To a solution of 55.5 g (0.55 mole) of triethylamine in 500 ml of dry benzene was added dropwise 50.5 g (0.50 mole) of <strong>[13220-33-2]1-methyl-3-pyrrolidinol</strong> at such a rate as to maintain a temperature of 25°-35° C. To the mixture, maintained at 20°-50° C., was added dropwise, 57 g (0.50 mole) of methanesulfonyl chloride. After stirring for 1 hr at room temperature, the mixture was filtered and the precipitate washed with 250 ml of hot benzene. The filtrate and wash were combined and concentrated under reduced pressure and the residue dissolved in 200 ml dimethylformamide. To a cooled suspension of 19.6 g (0.41 mole) of sodium hydride in 100 ml of dimethylformamide in another vessel was added dropwise a solution of 70 g (0.41 mole) of 4-chlorosalicylamide in 200 ml dimethylformamide at a rate such as to maintain a temperature of 20° C. To the resulting reaction mixture was added dropwise the above-prepared sulfonate salt and the mixture was heated at reflux for 19 hrs. The reaction mixture was cooled and diluted with one liter of water. The diluted mixture was extracted three times with 300 ml portions of chloroform. The chloroform extracts were combined and extracted with two 500 ml portions of 3N hydrochloric acid.
With triethylamine; In N-methyl-acetamide; benzene; PREPARATION 7 4-Chloro-2-[(1-methyl-3-pyrrolidinyl)oxy]benzamide To a solution of 55.5 g (0.55 mole) of triethylamine in 500 ml of dry benzene was added dropwise 50.5 g (0.50 mole) of <strong>[13220-33-2]1-methyl-3-pyrrolidinol</strong> at such a rate as to maintain a temperature of 25°-35° C. To the mixture, maintained at 20°-50° C., was added dropwise, 57 g (0.50 mole) of methanesulfonyl chloride. After stirring for 1 hr at room temperature, the mixture was filtered and the precipitate washed with 250 ml of hot benzene. The filtrate and wash were combined and concentrated under reduced pressure and the residue dissolved in 200 ml dimethylformamide. To a cooled suspension of 19.6 g (0.41 mole) of sodium hydride in 100 ml of dimethylformamide in another vessel was added dropwise a solution of 70 g (0.41 mole) of 4-chlorosalicylamide in 200 ml dimethylformamide at a rate such as to maintain a temperature of 20° C. To the resulting reaction mixture was added dropwise the above-prepared sulfonate salt and the mixture was heated at reflux for 19 hrs. The reaction mixture was cooled and diluted with one liter of water. The diluted mixture was extracted three times with 300 ml portions of chloroform. The chloroform extracts were combined and extracted with two 500 ml portions of 3N hydrochloric acid.
 

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