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Chemical Structure| 758-17-8 Chemical Structure| 758-17-8

Structure of 758-17-8

Chemical Structure| 758-17-8

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Product Details of [ 758-17-8 ]

CAS No. :758-17-8
Formula : C2H6N2O
M.W : 74.08
SMILES Code : O=CN(C)N
MDL No. :MFCD01726298

Safety of [ 758-17-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H319-H341-H351
Precautionary Statements:P201-P202-P264-P270-P280-P301+P310+P330-P302+P352-P305+P351+P338-P308+P313-P332+P313-P337+P313-P405-P501
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 758-17-8 ]

* 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 [ 758-17-8 ]

[ 758-17-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 758-17-8 ]
  • [ 55877-79-7 ]
  • 3-(5-chloro-2-methoxyphenyl)-1-methyl-1H-1,2,4-triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With potassium tert-butylate; In tetrahydrofuran; at 0 - 20℃; for 72h; [0160] To a solution of potassium tert-butoxide (34 g, 290 mmol) in tetrahydrofuran (200 mL) at 0C were added 5-chloro-2-methoxy-benzonitrile (20 g, 120 mmol) and methylformyl hydrazide 3b (22 g, crude) sequentially. After stirring at room temperature for 72 hours, water (500 mL) was added, and the mixture was extracted with ethyl acetate (3 300 mL). The organic phases are combined, washed with saturated brine (2 300 mL), dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure to give the target compound 5d (17.1 g, solid) with a yield of 88%. [0161] MS m/z (ESI) : 224 [M+1]
83% With potassium tert-butylate; In tetrahydrofuran; at 0℃;Large scale; To a glass lined reactor were charged potassium tert-butoxide (1.5 Kg/Kg, 2.4 equiv) and THF (12.2 Kg/Kg) at 0 C. A mixture of compound 4 (1.0 Kg), N-Methyl-N- formylhydrazine (1.0 Kg/Kg, 2.30 equiv) and THF (5.3 Kg/Kg, 6.0 L/Kg) was added slowly. The reactor line was rinsed with THF (0.5 Kg/Kg). The reaction crude was aged at 0 C until reaction reached completion. Water (5.0 Kg/Kg) was added, and the resulting mixture was aged at 0 C for 30 min, heated to 40 C and aged for additional 30 min. The layers were separated and the aq layer discarded. The organic layer was washed with brine (15 wt%, 5.7 Kg/Kg) before distilling under vacuum until total volume became approximately 5 L/Kg. Four put/take distillations with ethyl acetate (4 x 10 L/Kg) were undertaken for the purpose of azeotropic drying. The crude was cooled to 20 C. Sulfuric acid (0.66 Kg/Kg, 1.10 equiv) was added, and the slurry was agitated for 2-3 h. Product was isolated by filtration. The cake was consecutively washed with ethyl acetate (2 χ 6.5 L/Kg) and heptane (8 L/Kg), and dried under vacuum at 45 C. Compound 5 was isolated in 99 AP and 83% yield.
83% With potassium tert-butylate; In tetrahydrofuran; at 0℃;Large scale; To a glass lined reactor were charged potassium tert-butoxide (1.5 kg/kg, 2.4 equiv) and THF (12.2 kg/kg) at 0 C. A mixture of Compound 4 (1.0 kg), L-methyl-N- formyl hydrazine (1.0 kg/kg, 2.30 equiv) and THF (5.3 kg/kg, 6.0 L/kg) was added slowly. The reactor line was r sed with THF (0.5 kg/kg). The reaction crude was aged at 0 C until reaction reached completion. Water (5.0 kg/kg) was added, and the resulting mixture was aged at 0 C for 30 min, heated to 40 C and aged for additional 30 min. The layers were separated and the aqueous layer was discarded. The organic layer was washed with brine (15 wt%, 5.7 kg/kg) before distilling under vacuum until total volume became approximately 5 L/kg. Four put/take distillations with ethyl acetate (4 x 10 L/kg) were undertaken for the purpose of azeotropic drying. The crude was cooled to 20 C. Sulfuric acid (0.66 kg/kg, 1.10 equiv.) was added, and the slurry was agitated for 2-3 h. Product was isolated by filtration. The cake was consecutively washed with ethyl acetate (2 c 6.5 L/kg) and heptane (8 L/kg), and dried under vacuum at 45 C. Compound 5 was isolated in 99 AP and 83% yield.
 

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