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Chemical Structure| 72830-07-0

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Product Details of [ 72830-07-0 ]

CAS No. :72830-07-0
Formula : C8H11NO3
M.W : 169.18
SMILES Code : CC1=C(OC)C(OC)=CC=[N+]1[O-]
MDL No. :MFCD07367867
InChI Key :UMVFRRJTPKYVAY-UHFFFAOYSA-N
Pubchem ID :10749647

Safety of [ 72830-07-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 72830-07-0 ]

* 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 [ 72830-07-0 ]

[ 72830-07-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 72830-07-0 ]
  • [ 72830-08-1 ]
YieldReaction ConditionsOperation in experiment
91% With acetic anhydride; for 4h;Reflux; 45 g of 3,4-dimethoxy-2-methylpyridine oxynitride and 132 g of acetic anhydride were added to the reaction flask.Slowly raise the temperature to reflux, keep reflux for 4h, dilute the acetic anhydride and water 150g under reduced pressure, adjust the pH to 8~9.Add 20g sodium hydroxide to warm to 80 C, keep warm for 4h, cool down to 25 ~ 30 C,Extracted with dichloromethane 100g + 100g + 70g, and evaporated to dryness to give 41g of 2-hydroxymethyl-3,4-dimethoxypyridine (yield 91%)
76% 3,4-Dimethoxy-2-methylpyridineN-Oxide (9.6 g, 56.8 mmol) dissolved in aceticanhydride (50 mL) was heated at 90 oCfor 2 h. The dark oily residueobtained after evaporation of the volatiles in vacuo was agitated with 2N NaOH(40 mL) for 2 h at 80 oC. After cooling, the product wasextracted into dichloromethane (3 x 50 mL), dried over K2CO3, and concentrated in vacuo to ~10 mL. Addition of petroleum ether afforded the product as a colorless solid (7.20 g, 76%). 1H NMR (CDCl3) d 8.22 (d, 1H, J = 5.6 Hz), 6.82 (d, 1H, J= 5.6 Hz), 4.76 (s, 2H), 3.93 (s, 3H), 3.85 (s, 3H). m/z (ESI) 192.15 (M+ +Na).
  • 2
  • [ 108-24-7 ]
  • [ 72830-07-0 ]
  • [ 64-19-7 ]
  • [ 72830-08-1 ]
YieldReaction ConditionsOperation in experiment
step 1, 20 kg of 3,4-dimethoxy-2-methylpyridine-N-oxide was added to 20 kg of acetic acid,Heat to 75 C under mechanical stirring,completely dissolved; Step 2,Weigh 50 kg of acetic anhydride,At 80 C,Slowly add to the system of step 1 with stirring,The evaporation rate of acetic anhydride is 15kg/h;Then incubated at 85 C for 16 h,Obtaining a reaction solution; Step 3,The reaction solution was at 85 C,After decomposing 90% acetic anhydride under reduced pressure at 0.092 MPa,Drop to room temperature (18 ~ 25 C),Slowly add alkali to adjust the pH to 12 to 13,The base is NaOH with a mass concentration of 20%.Heating at 55 C for 2 h,After the hydrolysis is completed, it is cooled to room temperature (18 to 25 C); Step 4,Add 1.2 kg of dichloromethane to the system.Stir for 1h,Let stand for liquid separation,Extract twice with dichloromethane,Add 0.8 kg of anhydrous sodium sulfate to the combined extracts and stir to dry.Rotary evaporation,Recovering dichloromethane;Reddish brown crystals,That is, 2-hydroxymethyl-3,4-dimethoxypyridine.
 

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[ 72830-07-0 ]

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