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[ CAS No. 6294-89-9 ] {[proInfo.proName]}

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Chemical Structure| 6294-89-9
Chemical Structure| 6294-89-9
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Product Details of [ 6294-89-9 ]

CAS No. :6294-89-9 MDL No. :MFCD00007594
Formula : C2H6N2O2 Boiling Point : -
Linear Structure Formula :NH2NHC(O)OCH3 InChI Key :WFJRIDQGVSJLLH-UHFFFAOYSA-N
M.W : 90.08 Pubchem ID :80519
Synonyms :
Chemical Name :Methyl hydrazinecarboxylate

Safety of [ 6294-89-9 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P271-P280-P264-P270-P302+P352-P301+P310-P304+P340-P305+P351+P338-P312-P330-P361+P364-P403+P233-P405-P501 UN#:2811
Hazard Statements:H315-H319-H335-H372-H301+H311 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 6294-89-9 ]

* 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 [ 6294-89-9 ]

[ 6294-89-9 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 6294-89-9 ]
  • [ 32249-35-7 ]
  • [ 183303-75-5 ]
YieldReaction ConditionsOperation in experiment
70% Production of methyl 4-cyclopropyl-1,2,3-thiadiazole-5-carboxylate Methyl 3-cyclopropyl-3-oxopropionate (10 g; 70 mmols) was dissolved in methanol (100 ml), and methyl carbazinate (6.3 g; 70 mmols) and p-toluenesulfonic acid (20 mg; 0.11 mol) were added thereto. After stirring the mixture overnight, methanol was evaporated under reduced pressure. Subsequently, toluene (10 ml) was added thereto, and thionyl chloride (20 ml) was gradually added dropwise thereto under cooling in an ice-bath. After completion of the dropwise addition, the mixture was stirred for 4 hours at room temperature, then poured onto ice to stop the reaction, and neutralized with sodium hydrogencarbonate. After extracting with ethyl acetate and washing with a saturated sodium chloride aqueous solution, the solution was dried over anhydrous sodium sulfate. After the mixture was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (hexane: ethyl acetate = 10:1) to thereby obtain 9 g of methyl 4-cyclopropyl-1,2,3-thiadiazole-5-carboxylate. Yield: 70% Physical properties: mp. 47C
  • 2
  • [ 500011-86-9 ]
  • [ 6294-89-9 ]
  • [ 1073182-87-2 ]
  • [ 1073182-43-0 ]
YieldReaction ConditionsOperation in experiment
Step 5: Preparation of N'- (3- { [5-bromo-2- (3-chloro-pyridin -2-yl) -2No.-pyrazole-3-carbonyl] -amino} -4 , 6-dichloro- pyridine-2-carbonyl) -hydrazinecarboxylic acid methyl ester; 5-Bromo-2- (3-chloro-pyridin-2-yl) -2H-pyrazole-3-carboxylic acid (example 1, step 5) (142 mg) was suspended in acetonitrile (1 ?iL) and pyridine (65 muL) and methanesulfonyl chloride (50 muL) were added. The reaction mixture was stirred for 30 min at room temperature, 3- amino-4 , 6-dichloro-pyridine-2-carboxylic acid (99 mg) in acetonitrile (1 mL) and pyridine (130 muL) were added and the reaction mixture was stirred 1 h at room temperature. Methanesulfonyl chloride (65 muL) was added and the reaction mixture was stirred for 20 h at room temperature. The reaction mixture was concentrated in vacuum, the residue was suspended in DMF (5 mL) , carbazaic acid methyl ester (216 mg) was added and the reaction mixture was stirred for 20 h at room temperature. Water was added and the mixture was 2x extracted with MTB-ether. The combined organic layer was washed 3x with water, washed with brine, dried over magnesium sulfate and concentrated in vacuum. The residue was purified by column chromatography (silica 60, <n="460"/>hexane/ethyl acetate = 2:1, Rf = 0.15) to afford 37 mg of the compound 14 of the present invention of the formulaas a white solid. 1H-NMR (CDCl3, TMS) delta (ppm) : 3.82 (3H, s) , 6.66 (IH, br s) ,7.08 (IH, s), 7.39 (IH, dd, J = 8 Hz, ' 5 Hz) , 7.57 (IH, s) , 7.86 (IH, dd, J = 8 Hz, 2 Hz), 8.47 (IH, dd, J = 5 Hz, 2 Hz), 9.40 (IH, s), 10.71 (IH, s) .
  • 3
  • [ 6294-89-9 ]
  • [ 38430-55-6 ]
  • methyl N'-[1-[4-(ethoxycarbonyl)phenyl]ethylidene]hydrazinecarboxylate [ No CAS ]
  • 4
  • [ 6294-89-9 ]
  • [ 34231-77-1 ]
  • [ 75-05-8 ]
  • [ 1232224-92-8 ]
YieldReaction ConditionsOperation in experiment
To a solution of 18-crown-6 (0.48 g, 1.8 mM) in tetrahydrofuran (10 mL), there was added a 1.0M potassium tert-butoxide/tetrahydrofuran solution (20 mL, 20 mM) and then the mixture was warmed up to 60 C. Acetonitrile (1.0 mL, 20 mM) was added to the mixture at that temperature, the mixture was stirred for 10 minutes and <strong>[34231-77-1]4-methoxycarbonyl-pyridazine</strong> (2.5 g, 18 mM) was then added thereto. After stirring the mixture at 60 C. for 30 minutes, it was cooled to room temperature, the precipitated solid was recovered through filtration and then washed with tetrahydrofuran. After drying the resulting solid in vacuo, it was suspended in ethanol (50 mL) and then methyl carbazinate (2.3 g, 26 mM) was added thereto. Concentrated hydrochloric acid (1.5 mL) was added to the suspension with ice-cooling and the mixture was stirred at that temperature for 14 hours. The reaction liquid was concentrated under reduced pressure and the excess hydrochloric acid was neutralized by the addition of a saturated sodium bicarbonate aqueous solution. The reaction liquid was extracted with ethyl acetate, the organic phase thus obtained was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to thus give a crude product of the title compound (0.50 g, yield: 13%). MS (ESI) m/z (M+H)+ 220
  • 5
  • [ 75-91-2 ]
  • [ 6294-89-9 ]
  • [ 30982-08-2 ]
  • dimethyl 2-(acetoxymethyl)-2-(tert-butylperoxy)succinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With iron(II) phthalocyanine; In dichloromethane; at 0℃; for 0.5h;Inert atmosphere; To a mixture of carbazate 1 (1.5 mmol), alkene 2 (0.5 mmol), and [Fe(Pc)] (5.0 mol%), freshly distilled CH2Cl2 (2 mL) were added under nitrogen at 0 oC. Then T-Hydro (4.0 mmol, 8 equiv) was dropped into the mixture under nitrogen at 0 oC. The mixture was stirred at 0 oC for 30 min. The resulting mixture was filtered through a pad of silica with ethyl acetate as eluent. The solvent was evaporated under vacuum to give the crude product 3. NMR yield was determined by 1 H NMR using dibromomethane as an internal standard. The residue was purified by flash column chromatography on silica gel (eluent: ethyl acetate/petroleum ether) to give the product 3
  • 6
  • [ 16382-15-3 ]
  • [ 6294-89-9 ]
  • 2-ethyl 3-methyl 5-methyl-1H-indole-2,3-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% General procedure: To a solution of methyl 1H-indole-2-carboxylate (1a; 88 mg, 0.5 mmol) in AcOH (15 mL) was added Mn(OAc)3 (2.32 g, 10 mmol). The mixture was stirred at 25 °C for a few min, then methyl carbazate (2a; 675 mg, 7.5 mmol) was added in three portions. After 1a had reacted completely (about 3 h, monitored by TLC), H2O (200 mL) was added to the reaction mixture and extracted with EtOAc (5*50 mL). The combined organic layers were washed with sat. aq NaHCO3(50 mL), dried (anhyd Na2SO4), filtered, and concentrated under vacuum. The residue was purified by silica gel chromatography using 1:16 EtOAc/PE as an eluent to afford 3a; yield: 0.180 g (80percent); yellow solid; mp 114- 116 °C.
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