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Chemical Structure| 762272-35-5 Chemical Structure| 762272-35-5

Structure of 762272-35-5

Chemical Structure| 762272-35-5

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Product Details of [ 762272-35-5 ]

CAS No. :762272-35-5
Formula : C5H7N3S
M.W : 141.19
SMILES Code : NC1=NC(C2CC2)=NS1
MDL No. :MFCD09865010

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Application In Synthesis of [ 762272-35-5 ]

* 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 [ 762272-35-5 ]

[ 762272-35-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 540-72-7 ]
  • [ 57297-29-7 ]
  • [ 762272-35-5 ]
YieldReaction ConditionsOperation in experiment
Sodium thiocyanate (527 mg, 6.50 mmol) was dissolved in 20 mL of methanol and placed at -20° C., followed by addition of cyclopropylcarbamidine hydrochloride (603 mg, 5 mmol) and triethylamine (0.8 mL, 5.74 mmol). After stirring for 45 minutes, triethylamine (0.7 mL, 5.02 mmol) and 8percent sodium hypochlorite solution (4.2 mL, 5 mmol) were added dropwise to the reaction mixture. After reacting for 2 hours at -20° C., the reaction mixture was warmed up to room temperature. After reacting for 12 hours, the reaction mixture was concentrated under reduced pressure, followed by addition of 35 mL of H2O and extracted with ethyl acetate (30 mLx3). The organic phases were combined, washed with saturated sodium chloride solution (50 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain the crude title product 3-cyclopropyl-1,2,4-thiadiazol-5-amine 49a (243 mg, white solid), which was used directly in the next step without further purification. MS m/z (ESI): 142.2 [M+1]
243 mg Step 1 3-Cyclopropyl-1,2,4-thiadiazol-5-amine Sodium thiocyanate (527 mg, 6.50 mmol) was dissolved in 20 mL of methanol and placed in -20°C, followed by addition of cyclopropylcarbamidine hydrochloride (603 mg, 5 mmol) and triethylamine (0.8 mL, 5.74 mmol). After stirring for 45 minutes, triethylamine (0.7 mL, 5.02 mmol) and 8percent sodium hypochlorite solution(4.2 mL, 5 mmol) were dropwise added into the reaction mixture. After reacting for 2 hours at -20°C, the reaction mixture was warmed up to room temperature. After reacting for 12 hours, the reaction mixture was concentrated under reduced pressure, followed by addition of 35 mL of H2O and extracted with ethyl acetate (30 mL*3). The organic phase was combined, washed with saturated sodium chloride solution (50 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to obtain the crude title product 3-cyclopropyl-1,2,4-thiadiazol-5-amine 49a (243 mg, white solid), which was used directly in the next step without further purification. MS m/z (ESI): 142.2 [M+1]
 

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