Methanesulfonic Acid → 2-Methyl-1-[1-methyl-2-[(2,6-dimethylphenyl)carbamoyl]ethyl]-2-imidazoline

HRID 1649149Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649149
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:14])/[CH:11]=[CH:12]/[CH3:13].[CH3:15][C:16]1[NH:20][CH2:19][CH2:18][N:17]=1.CS(O)(=O)=O>C(O)C>[CH3:15][C:16]1[N:20]([CH:12]([CH3:13])[CH2:11][C:10](=[O:14])[NH:9][C:3]2[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][C:4]=2[CH3:8])[CH2:19][CH2:18][N:17]=1

Komponenten

5

Edukt 3

HCID 6395Methanesulfonic AcidHCID 107982-MethylimidazolineHCID 6061099N-(2,6-dimethylphenyl)crotonamide

Produkt 1

HCID 204806282-Methyl-1-[1-methyl-2-[(2,6-dimethylphenyl)carbamoyl]ethyl]-2-imidazoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Combine 1.89 gm. (0.01 M) N-(2,6-dimethylphenyl)crotonamide, 0.90 gm. (0.0107 M) lysidine, 0.01 gm. (~0.001 M) methanesulphonic acid and about 40 ml. of ethanol in a pressure bottle and heat (bath temp. 100°-110° C.) for about 100 hours. Remove the solvent in vacuo, add about 50 ml. of water. Adjust the pH to 8.0 with concentrated HCl, and extract the aqueous phase with 2×25 ml. methylene chloride. Then adjust the aqueous phase to pH 13 with 50% sodium hydroxide and extract with 3×30 ml. of methylene chloride. Wash the combined methylene chloride extracts with 2×5 ml. of water. Dry the methylene chloride extracts over sodium sulfate. Evaporate off the solvents to obtain the title compound.

Aufarbeitung

  1. customRemove the solvent in vacuo
  2. additionadd about 50 ml
  3. extractionextract the aqueous phase with 2×25 ml
  4. extractionextract with 3×30 ml
  5. washWash the combined methylene chloride
  6. dry with materialDry the methylene chloride
  7. customEvaporate off the solvents

Quellen und Nachweise

ORD-Eintrag
ord-7e6cb8324eab41a6a234fae8b8ec1750
Quelldatensatz
uspto-grants-1983_11
Patentnummer
US04415587

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