Methanol → Methyl 4-methyl-1,2,3-thiadiazole-5-carboxylate

HRID 392921

反応式

HRID 392921 の反応式
[CH3:1][C:2]1[N:3]=[N:4][S:5][C:6]=1[C:7]([OH:9])=[O:8].OS(O)(=O)=O.[CH3:15]O>>[CH3:15][O:8][C:7]([C:6]1[S:5][N:4]=[N:3][C:2]=1[CH3:1])=[O:9]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 13819924-Methyl-1,2,3-thiadiazole-5-carboxylic acid

生成物 1

HCID 7576666Methyl 4-methyl-1,2,3-thiadiazole-5-carboxylate

実験手順

4-Methyl-[1,2,3]thiadiazole-5-carboxylic acid (1.0 g, 6.94 mmol), concentrated H2SO4 (866 μL), and methanol (12 mL) were combined and heated to reflux for 15 h. The solvent was reduced by a rotary evaporator and the residue was poured into 15 g of ice. The reaction was neutralized with saturated aqueous NaHCO3. The solution was then extracted with CH2Cl2 (4×35 mL). The combined organics were dried over MgSO4, filtered, and concentrated on the rotary evaporator. The product was preadsorbed onto silica gel and purified by flash chromatography to afford the title compound as a yellow oil.

後処理

  1. temperatureheated
  2. temperatureto reflux for 15 h
  3. customThe solvent was reduced by a rotary evaporator
  4. additionthe residue was poured into 15 g of ice
  5. extractionThe solution was then extracted with CH2Cl2 (4×35 mL)
  6. dry with materialThe combined organics were dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated on the rotary evaporator
  9. custompurified by flash chromatography

出典と根拠

ORDレコード
ord-00f0650f7be147d78a288b0cb1e0715d
出典データセット
uspto-grants-2004_10
特許番号
US06803457B1

関連ノート

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