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[ CAS No. 4928-88-5 ]

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Chemical Structure| 4928-88-5
Chemical Structure| 4928-88-5
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Product Details of [ 4928-88-5 ]

CAS No. :4928-88-5 MDL No. :MFCD00135989
Formula : C4H5N3O2 Boiling Point : 283.9°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :127.10 g/mol Pubchem ID :2735089
Synonyms :

Safety of [ 4928-88-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 4928-88-5 ]

  • Upstream synthesis route of [ 4928-88-5 ]
  • Downstream synthetic route of [ 4928-88-5 ]

[ 4928-88-5 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 4928-88-5 ]
  • [ 74-88-4 ]
  • [ 57031-66-0 ]
YieldReaction ConditionsOperation in experiment
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h; Inert atmosphere
Stage #2: at 20℃;
1003101 Step A: Preparation of methyl 1-methyl-1H-1,2,4-triazole-3-carboxylate: To a stirred suspension of Nail (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl 1H-1,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mE) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3:1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) mlz = 142.1 (M+H).
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h; Inert atmosphere
Stage #2: at 20℃;
[00430] Step A: Preparation of methyl l-methyl-lH-L2,4-triazole-3-carboxylate: To a stirred suspension of NaH (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl lH-l,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mL) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3: 1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) m/z = 142.1 (M+H).
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h; Inert atmosphere
Stage #2: at 20℃;
[00614] Step A: Preparation of methyl 1-methyl-1H-1,2,4-triazole-3-carboxylate: To a stirred suspension of NaH (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl 1H-1,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mE) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3:1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) m/z = 142.1 (M+H).
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h; Inert atmosphere
Stage #2: at 20℃;
Intermediate 151 1 '-(2-methoxyethyl)-l -phenyl-lH.l 'H-r3,4'-bipyrazoll-5-amine [00545] Step A: Preparation of methyl l-methyl-lH-L2.4-triazole-3-carboxylate: To a stirred suspension of NaH (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl lH-l,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mL) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3: 1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) m/z = 142.1 (M+H).
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h;
Stage #2: at 20℃;
To a stirred suspension of NaH (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl lH-l,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mL) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3:1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) m/z = 142.1 (M+H).
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h; Inert atmosphere
Stage #2: at 20℃;
1007431 Step A: Preparation of methyl 1-methyl-1H-1,2,4-triazole-3-carboxylate: To a stirred suspension of NaH (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl 1H-1,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mL) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3:1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) mlz = 142.1 (M+H).
34%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1 h; Inert atmosphere
Stage #2: at 0 - 20℃; Inert atmosphere
To a stirred suspension of NaH (60percent oil dispersion, 0.346 g, 8.66 mmol) in DMF (20 mL) was added dropwise a solution of methyl lH-l,2,4-triazole-3-carboxylate (1.00 g, 7.87 mmol) in DMF (20 mL) at 0 °C under nitrogen. The reaction mixture was stirred at 0 °C for 1 hour. Mel (0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction was poured into cold water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residue was purified by column chromatography (3:1 hexanes/EtOAc) to give the title compound (0.380 g, 34percent yield) as a white solid. MS (apci) m/z = 142.1 (M+H).

Reference: [1] Chemistry and Biodiversity, 2017, vol. 14, # 12,
[2] Patent: WO2014/78417, 2014, A1, . Location in patent: Paragraph 00310
[3] Patent: WO2014/78322, 2014, A1, . Location in patent: Paragraph 00430
[4] Patent: WO2014/78325, 2014, A1, . Location in patent: Paragraph 00614
[5] Patent: WO2014/78408, 2014, A1, . Location in patent: Paragraph 00545
[6] Patent: WO2014/78328, 2014, A1, . Location in patent: Paragraph 00542
[7] Patent: WO2014/78331, 2014, A1, . Location in patent: Paragraph 00743
[8] Patent: WO2014/78454, 2014, A1, . Location in patent: Paragraph 00683
[9] Patent: WO2009/147188, 2009, A1, . Location in patent: Page/Page column 101-102
  • 2
  • [ 67-56-1 ]
  • [ 4928-87-4 ]
  • [ 4928-88-5 ]
Reference: [1] Russian Journal of Bioorganic Chemistry, 2013, vol. 39, # 1, p. 53 - 71[2] Bioorganicheskaya Khimiya, 2013, vol. 39, # 1, p. 61 - 80,20
[3] Gazzetta Chimica Italiana, 1991, vol. 121, # 6, p. 297 - 300
  • 3
  • [ 67-56-1 ]
  • [ 26663-10-5 ]
  • [ 26663-15-0 ]
  • [ 4928-88-5 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 819 - 823
  • 4
  • [ 4928-88-5 ]
  • [ 3641-08-5 ]
Reference: [1] Organic Letters, 2007, vol. 9, # 21, p. 4179 - 4182
[2] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 22, p. 2787 - 2790
[3] Russian Journal of Bioorganic Chemistry, 2013, vol. 39, # 1, p. 53 - 71[4] Bioorganicheskaya Khimiya, 2013, vol. 39, # 1, p. 61 - 80,20
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