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[ CAS No. 5331-43-1 ]

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Chemical Structure| 5331-43-1
Chemical Structure| 5331-43-1
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Product Details of [ 5331-43-1 ]

CAS No. :5331-43-1 MDL No. :MFCD00041890
Formula : C8H10N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :166.18 g/mol Pubchem ID :79242
Synonyms :

Safety of [ 5331-43-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5331-43-1 ]

  • Upstream synthesis route of [ 5331-43-1 ]
  • Downstream synthetic route of [ 5331-43-1 ]

[ 5331-43-1 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 501-53-1 ]
  • [ 5331-43-1 ]
YieldReaction ConditionsOperation in experiment
90% With potassium carbonate; hydrazine hydrate In tetrahydrofuran at -20℃; for 2 h; In the three-port the reaction bottle, by adding hydrazine hydrate (2.0 mol) and potassium carbonate (2.0 mol) and 50 ml tetrahydrofuran, the reaction system to lower the temperature to -20 degrees, instillment chlorine formic acid benzyl ester (2.0 mol). Dropwise after the completion of the reaction to 2 hours, after filtering to remove the potassium carbonate, water washing. The concentrated organic phase to obtain the product (yield 95.0percent, purity of 96.0percent, high-efficient gas chromatographic (GC) method in). hydrazine benzyl formate salt crude product purification: In the three-port the reaction bottle, by adding hydrazine carboxylic acid animal pen ester thick (96.0percent purity, high-efficient gas chromatographic (GC) method in) 40.0g and 400 ml dichloromethane, adding dropwisely the reaction system 80mL30percent hydrochloric acid. Solids are separated in the reaction system. In the reaction system by adding 150 ml of water to the solid part dissolved. Separating the organic layer, retaining layer. Adding dropwisely to the water 80 ml ammonia, to the solution to get alkaline. With 250 ml methylene chloride extraction layer three times. The concentrated organic phase get the pure product hydrazine carboxylic acid benzyl ester 36.0g (99.5percent purity, high-efficient gas chromatographic (GC) method in the, yield 90.0percent).
Reference: [1] Patent: CN103819366, 2016, B, . Location in patent: Paragraph 0024-0027
[2] Canadian Journal of Chemistry, 2000, vol. 78, # 7, p. 942 - 949
[3] Chemische Berichte, 1959, vol. 92, p. 1478
[4] Chemische Berichte, 1965, vol. 98, p. 797 - 802
  • 2
  • [ 22129-07-3 ]
  • [ 5331-43-1 ]
YieldReaction ConditionsOperation in experiment
5.78 g With hydrazine hydrate In dichloromethane at 0 - 20℃; for 1.5 h; General procedure: Alcohol 1 (40 mmol) was added in portions to the solid-liquidmixture of CH2Cl2 (40 mL) and N,N'-carbonyldiimidazole (6.95 g, 42 mmol) at room temperature. The solid-liquid mixture turned into a yellowish solution, and was stirred at room temperature for 30 min after feeding. Then the solution was washed with water (2 x 40 mL). The organic phase was transferred to a three-necked flask, and cooled to 0-5 °C. Hydrazine hydrate (2.27 g, 44 mmol) was added dropwise and amorphous white solid produced after a while. The mixture was stirred at room temperature for 30 min, and then filtered. The white solid was washed with water. The filtrate was concentrated in vacuo leading to a white solid and filtered. The white solid was also washed with water. Both of the white solid was collected and dried in vacuo to get the product 3.
Reference: [1] Journal of Combinatorial Chemistry, 2010, vol. 12, # 1, p. 69 - 74
[2] Tetrahedron, 2017, vol. 73, # 35, p. 5321 - 5326
  • 3
  • [ 3459-92-5 ]
  • [ 5331-43-1 ]
Reference: [1] Journal of the American Chemical Society, 1952, vol. 74, p. 470,473
[2] Journal of the American Chemical Society, 1948, vol. 70, p. 1183
[3] , 1976, vol. 12, # 7, p. 1396 - 1399[4] Zhurnal Organicheskoi Khimii, 1976, vol. 12, # 7, p. 1407 - 1410
  • 4
  • [ 202980-89-0 ]
  • [ 5331-43-1 ]
Reference: [1] Journal of Chemical Research, 2006, # 11, p. 685 - 687
  • 5
  • [ 7803-57-8 ]
  • [ 501-53-1 ]
  • [ 5331-43-1 ]
Reference: [1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 5, p. 1579 - 1583
  • 6
  • [ 13795-24-9 ]
  • [ 5331-43-1 ]
Reference: [1] Journal of the American Chemical Society, 2010, vol. 132, # 14, p. 5043 - 5053
  • 7
  • [ 6294-89-9 ]
  • [ 100-51-6 ]
  • [ 5331-43-1 ]
Reference: [1] Journal of Combinatorial Chemistry, 2010, vol. 12, # 1, p. 69 - 74
  • 8
  • [ 100-51-6 ]
  • [ 5331-43-1 ]
Reference: [1] Tetrahedron, 2017, vol. 73, # 35, p. 5321 - 5326
  • 9
  • [ 5331-43-1 ]
  • [ 37519-04-3 ]
Reference: [1] Journal of Organic Chemistry, 2000, vol. 65, # 14, p. 4370 - 4374
  • 10
  • [ 24424-99-5 ]
  • [ 5331-43-1 ]
  • [ 57699-88-4 ]
YieldReaction ConditionsOperation in experiment
84.8% With triethylamine In tetrahydrofuran at 25℃; for 5 h; General procedure: Di-tert-butyl dicarbonate (8.02 g, 36 mmol) dissolved in THF (10 mL) was added dropwise to the solid-liquid mixture of 3 (30 mmol), TEA (3.64 g, 36 mmol) and THF (15 mL) at 25 °C. The mixture was stirred for 5 h. The resulting clear colorless solution was concentrated in vacuo, recrystallizing with CH2Cl2 and then filtered. The white solid was washed with petroleum ether and water. The filtrate was washed with 1 M HCl (20 mL). Then the organic phase was concentrated and white solid precipitated. The mixture was filtered and the solid was washed with petroleum ether and water. Both of the white solid was collected and dried in vacuo to afford the desired product 4.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 16, p. 4267 - 4272
[2] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 22, p. 4815 - 4825
[3] Tetrahedron, 2017, vol. 73, # 35, p. 5321 - 5326
[4] Journal of Organic Chemistry USSR (English Translation), 1977, vol. 13, # 12, p. 2352 - 2355[5] Zhurnal Organicheskoi Khimii, 1977, vol. 13, # 12, p. 2531 - 2535
[6] Angewandte Chemie, 1996, vol. 108, # 22, p. 2802 - 2803
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