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Hydrochloric Acid → Methyl 2-methyl-1H-benzimidazole-5-carboxylate

HRID 1110809
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1110809
Cl.[CH3:2][C:3]1[NH:4][C:5]2[CH:11]=[C:10]([C:12]([OH:14])=[O:13])[CH:9]=[CH:8][C:6]=2[N:7]=1.Cl.[CH3:16]O>>[CH3:2][C:3]1[NH:4][C:5]2[CH:11]=[C:10]([C:12]([O:14][CH3:16])=[O:13])[CH:9]=[CH:8][C:6]=2[N:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 173682452-Methyl-1H-benzimidazole-5-carboxylic acid hydrochloride

Produkt 1

HCID 14856789Methyl 2-methyl-1H-benzimidazole-5-carboxylateAusbeute 93,2 %

Versuchsvorschrift

Mass spectrum (FAB, Pos): m/z 177 (M+ +1, as a free base). ##STR15## 2-Methylbenzimidazole-5-carboxylic acid hydrochloride, 6.6 g (32.5 mmols), was added to 200 ml of methanol and 5 ml of conc. hydrochloric acid was added to the mixture followed by heating to reflux for 8 hours. The solvent was distilled off under reduced pressure and 200 ml of water was added to the residue. After 1 N sodium hydroxide solution was added to the mixture to adjust pH to 9 to 10, the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate and filtered. The solvent was distilled off to give 5.5 g (93.2%) of methyl 2-methyl-benzimidazole-5-carboxylate.

Aufarbeitung

  1. additionwas added to the mixture
  2. temperatureby heating
  3. temperatureto reflux for 8 hours
  4. distillationThe solvent was distilled off under reduced pressure and 200 ml of water
  5. additionwas added to the residue
  6. additionAfter 1 N sodium hydroxide solution was added to the mixture
  7. extractionthe mixture was extracted with ethyl acetate
  8. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. distillationThe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-9adf109a6694448bb2625f995fc465b7
Quelldatensatz
uspto-grants-1990_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04977175

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