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[ CAS No. 1871-89-2 ] {[proInfo.proName]}

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Chemical Structure| 1871-89-2
Chemical Structure| 1871-89-2
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Product Details of [ 1871-89-2 ]

CAS No. :1871-89-2 MDL No. :MFCD00020559
Formula : C6H12N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :FPQJEXTVQZHURJ-UHFFFAOYSA-N
M.W : 176.17 Pubchem ID :74638
Synonyms :

Safety of [ 1871-89-2 ]

Signal Word:Danger Class:9
Precautionary Statements:P260-P264-P273-P301+P312-P305+P351+P338-P314 UN#:3077
Hazard Statements:H302-H319-H372-H410 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 1871-89-2 ]

* 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 [ 1871-89-2 ]

[ 1871-89-2 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 1871-89-2 ]
  • [ 16813-43-7 ]
  • 2
  • [ 1871-89-2 ]
  • [ 98485-17-7 ]
YieldReaction ConditionsOperation in experiment
85% With dinitrogen pentoxide; In carbon dioxide; at 0 - 5℃; under 45004.5 - 60006 Torr; for 0.5h;liquid CO2; General procedure: General nitration procedure.12-14 A steel autoclave (25 cm3) equippedwith sapphire windows containing urethane 1c or amide 3 or 5 (10.0 mmol)was filled with liquid CO2 to 60 bar pressure and cooled to 0 C. ThenN2O5 (2.4 g, 22.0 mmol) solution in liquid CO2 (~ 4 g) cooled to 0-5 Cwas gradually pressed out from an auxiliary high-pressure cell by a freshCO2 flow (2 g min-1) to the reaction autoclave. During the addition, thepressure in the latter raised up to 80 bar. The reaction mixture was stirredat 0-5 C for the time specified in Table 1. Then, CO2 was removed bydecompression and the residue was poured onto ice water (50 ml). Theresulted suspension was extracted with EtOAc (4 × 20 ml), the combinedorganic extracts were washed successively with saturated aqueous NaHCO3(2 × 20 ml) and water (25 ml) and dried over anhydrous Na2SO4. Thesolvent was removed under reduced pressure to afford corresponding nitrocompounds 2, 4 (see Table 1). Compounds 2a,b and 7 were synthesizedby similar procedures using 1.2 g (11.0 mmol) or 6.0 g (55 mmol) ofN2O5, respectively.
  • 3
  • [ 1871-89-2 ]
  • [ 62209-60-3 ]
YieldReaction ConditionsOperation in experiment
90% With dinitrogen pentoxide; In carbon dioxide; at 0 - 5℃; under 45004.5 - 60006 Torr; for 2.0h;liquid CO2; General procedure: General nitration procedure.12-14 A steel autoclave (25 cm3) equippedwith sapphire windows containing urethane 1c or amide 3 or 5 (10.0 mmol)was filled with liquid CO2 to 60 bar pressure and cooled to 0 C. ThenN2O5 (2.4 g, 22.0 mmol) solution in liquid CO2 (~ 4 g) cooled to 0-5 Cwas gradually pressed out from an auxiliary high-pressure cell by a freshCO2 flow (2 g min-1) to the reaction autoclave. During the addition, thepressure in the latter raised up to 80 bar. The reaction mixture was stirredat 0-5 C for the time specified in Table 1. Then, CO2 was removed bydecompression and the residue was poured onto ice water (50 ml). Theresulted suspension was extracted with EtOAc (4 × 20 ml), the combinedorganic extracts were washed successively with saturated aqueous NaHCO3(2 × 20 ml) and water (25 ml) and dried over anhydrous Na2SO4. Thesolvent was removed under reduced pressure to afford corresponding nitrocompounds 2, 4 (see Table 1). Compounds 2a,b and 7 were synthesizedby similar procedures using 1.2 g (11.0 mmol) or 6.0 g (55 mmol) ofN2O5, respectively.
  • 5
  • [ 141-43-5 ]
  • [ 95-92-1 ]
  • [ 1871-89-2 ]
YieldReaction ConditionsOperation in experiment
94% In ethanol; at 20℃; for 24.0h; General procedure: Method A: Diethyl oxalate (0.5 mmol) was added dropwise to a stirred solution of the appropriate amino alcohol 1 (1 mmol) in toluene or ethanol (4 ml). The mixture was stirred at rt for 24 h. If a solid appears was filtered under reduced pressure and analyzed; the filtrate liquid was concentrated to dryness and analyzed by 1H NMR. When not precipitated, the crude reaction mixture was concentrated to dryness and analyzed by 1H NMR. To obtain analytical information the products were purified by column chromatography.
87% In ethylene glycol; at 79 - 80℃; for 3.0h;Conversion of starting material; N,N'-bis (2-hydroxyethyl) oxamide Starting Materials Diethyl oxalate 0.25 mol Monoethanolamine 0.5 mol Ethylene Glycol 250 g. Operating Conditions Pressure Atmospheric Temperature/time regime 79-80 C./3 h. Reaction Progress Monitored by TLC using Merck's silica gel plates and benzene- dimethylformamide (25:4). Work-up The reaction mass was allowed to cool to room temperature, refrigerated (0 C.) and stirred for five minutes before filtration. The filter cake was drained, dried at 70-80 C. overnight, dispersed in ethanol (3 parts ethanol to 1 part solid), the dispersion heated to boiling, cooled and filtered. The filter cake was washed with cold ethanol, drained and dried overnight at 60-80 C. 38.2 g. of white crystals (m.p. 169.9-170.3 C.) were obtained (literature m.p. 166-169 C.) Yield 87%
83% In hexan-1-ol; at 20 - 100℃; for 3.0h; Example 3 Preparation of N,N'-bis(2-hydroxyethyl)oxamide A solution of 17.2 g of ethanolamine dissolved in 20 ml of 1-hexanol is added dropwise to a suspension of 20 g of ethyl oxalate in 100 ml of 1-hexanol. The reaction mixture is then refluxed (100 C.) for 2 hours, and the mixture is then left at room temperature for 1 hour. The precipitate obtained is then filtered off and is recrystallized from a minimum amount of boiling ethanol. 20 g of a white powder are thus obtained (yield: 83%). The 1H and 13C NMR spectra are those of N,N'-bis(2-hydroxy-ethyl)oxamide. An elemental analysis gave:
  • 6
  • [ 1871-89-2 ]
  • [ 496-72-0 ]
  • 5-methyl-1(3)<i>H</i>-benzimidazole-2-carboxylic acid-(2-hydroxy-ethylamide) [ No CAS ]
  • 7
  • [ 1871-89-2 ]
  • [ 95-54-5 ]
  • [ 14484-06-1 ]
  • 8
  • [ 1871-89-2 ]
  • [ 2937-50-0 ]
  • <i>N</i>,<i>N</i>'-bis-(2-allyloxycarbonyloxy-ethyl)-oxalamide [ No CAS ]
  • 9
  • [ 120-86-5 ]
  • [ 1871-89-2 ]
  • 10
  • [ 553-90-2 ]
  • [ 141-43-5 ]
  • [ 1871-89-2 ]
YieldReaction ConditionsOperation in experiment
68% In methanol; at 18℃; for 2.16667h;Inert atmosphere; To a solution of dimethyloxalate (119 g, 1 mol, 1 equi.) in 840 mL MeOH at 18 C. and under N2 flow was added Reagent 06 (2-aminoethanol, 130 g, 2.1 mol, 2.1 equi.) over 90 minutes via a dropping addition funnel. After addition, stirring is continued for 40 min at 18 C. The crude mixture contained a white precipitate which was filtered off and washed three times with 200 mL MeOH. The white solid was dried in a dry oven at 70 C., prior to recrystallization in 2 L refluxing MeOH and further filtration. The collected white solid was recrystallized in 500 mL refluxing MeOH and further filtered off. The white solid was dried in a dry oven at 70 C. Yield: 68%
  • 12
  • [ 471-46-5 ]
  • [ 141-43-5 ]
  • [ 1871-89-2 ]
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