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Chemical Structure| 13196-35-5 Chemical Structure| 13196-35-5

Structure of 13196-35-5

Chemical Structure| 13196-35-5

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Product Details of [ 13196-35-5 ]

CAS No. :13196-35-5
Formula : C9H13NOS
M.W : 183.27
SMILES Code : O=C(C1=CC=CS1)CCN(C)C
MDL No. :MFCD00463161

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Application In Synthesis of [ 13196-35-5 ]

* 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 [ 13196-35-5 ]

[ 13196-35-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5424-47-5 ]
  • [ 13196-35-5 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In water; at 20℃; 30% w/w NaOH (73 g, 0.55 mol) was added to a mixture of 3-dimethylamino-1-(2-thienyl)-1-propanone hydrochloride (100 g, 0.46 mol) in water (150 ml), at room temperature, and the free base was extracted with toluene (170 ml).
With sodium hydroxide; In water;pH 10; 1.2: Preparation of 3-dimethylamino-1-(thiophen-2-yl)-1-propanol 3-Dimethylamino-1-(2-thienyl)-1-acetone hydrochloride (30.8g, 0.14mol) was dissolved in 150 ml distilled water. The mixture was added dropwise with 2.5 M sodium hydroxide aqueous solution to reach a pH of about 10, extracted with ethyl acetate (100 mlx3). The organic phases were combined and washed with saturated sodium chloride anqueous solution twice, dried over anhydrous sodium sulfate, and distilled under a reduced pressure to remove ethyl acetate, thereby obtaining a yellow oily liquid. The liquid was dissolved in 30ml anhydrous tetrahydrofuran, the mixture was slowly added dropwise to the solution of LiAlH4 (7.8g, 0.21 mol) in 100 ml anhydrous tetrahydrofuran, and the reaction temperature was controlled at 0-5C in an ice bath. The ice bath was removed, and the reaction was performed at room temperature for 2h and stopped. The reaction liquid was added dropwise with anhydrous ethanol slowly, and the solids were removed by filtration under vacumm after the residual LiAlH4 was completed. Tetrahydrofuran was distilled out under a reduced pressure and the residue was extracted with dichloromethane (50 mlx3). The organic phases were combined, washed with saturated sodium chloride aqueous solution twice, dried over anhydrous sodium sulfate, and distilled to remove dichloromethane, to obtain 22.9g of 3-dimethylamino-1-(thiophen-2-yl)-1-propanol as a white solid in a yield of 88.3%. 1H-NMR delta (ppm, CD3COCD3-d6): 7.28-7.30(dd,1H,Ar-H); 6.92-6.96(m,2H,Ar-H); 5.06-5.09(t,1H,CHOH); 2.87(s,1H,OH); 2.55-2.62(m,1H,CH2N); 2.40-2.47 (m,1H, CH2N); 2.23(s,6H,N(CH3)2); 1.86-1.91(m,2H,CH2CH2N).
 

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Chemical Structure| 5424-47-5

A313040 [5424-47-5]

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Reason: Free-Salt