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Chemical Structure| 343338-96-5 Chemical Structure| 343338-96-5

Structure of 343338-96-5

Chemical Structure| 343338-96-5

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Product Details of [ 343338-96-5 ]

CAS No. :343338-96-5
Formula : C6H10ClN3O2S
M.W : 223.68
SMILES Code : O=S(=O)(C)C1C=CC(NN)=NC=1.[H]Cl
MDL No. :MFCD16988562

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Application In Synthesis of [ 343338-96-5 ]

* 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 [ 343338-96-5 ]

[ 343338-96-5 ] Synthesis Path-Downstream   1~2

  • 1
  • tin(II)chloride dihydrate [ No CAS ]
  • [ 187143-22-2 ]
  • [ 343338-96-5 ]
YieldReaction ConditionsOperation in experiment
78.8% With sodium nitrite; In tetrahydrofuran; hydrogenchloride; water; Step 4 5-HYDRAZINO-2-(METHYLSULFONYL)PYRIDINE HYDROCHLORIDE To a solution of <strong>[187143-22-2]3-amino-6-(methylsulfonyl)pyridine</strong> (3.72 g, 21.6 mmol) in concentrated hydrochloric acid (30 mL), sodium nitrite (1.78 g, 25.7 mmol) in water (20 mL) was added dropwise at -10 to -15 C. and the mixture was stirred for 2 hours at -10 to -5 C. (note: the reaction was monitored by thin layer chromatography to make sure all the starting material was consumed). Tin(II) chloride dihydrate (20 g, 88.6 mmol) in concentrated hydrochloric acid (30 mL) was added dropwise at -5 C. The mixture was stirred 1 hour at -5 C. and then left overnight. The mixture was basified with aqueous sodium hydroxide (pH=9) with ice cooling and tetrahydrofuran (200 mL) was added and stirred for 30 minutes. The mixture was filtered through Celite and the filtrate was extracted with tetrahydrofuran (200 mL*3). The organic extraction was combined and dried over magnesium sulfate and concentrated under reduced pressure to provide the title compound (3.2g, 78.8%).
  • 2
  • [ 187143-22-2 ]
  • [ 343338-96-5 ]
YieldReaction ConditionsOperation in experiment
42% Preparation 16(6-Methylsulfonyl-3 -pyridyl)hydrazine hydrochloride Dissolve <strong>[187143-22-2]6-(methylsulfonyl)pyridin-3-amine</strong> (0.50 g, 2.90 mmol) in concentrated hydrochloric acid (6 mL). Add sodium nitrite (0.24 g, 3.48 mmol) in water (10 mL) dropwise slowly at -10 to -15 C. Stir the mixture for 2 h at -10 to -15 C. Add tin dichloride (2.20 g, 11.60 mmol) in concentrated hydrochloric acid (15 mL) dropwise at -5 C. Stir the mixture 1 h at -5 C. Filter the resulting yellow solid washing with diethyl ether to afford the title compound (0.270 g, 42%) as a yellow solid. LC-ES/MS m/z 188 [M+H]+.
 

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