p-Toluenesulfonic acid → 2-(2,3-Dihydrobenzofuran-5-yl)-1-morpholinoethanethione

HRID 1194814Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1194814
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]([C:10]1[CH:11]=[CH:12][C:13]2[O:17][CH2:16][CH2:15][C:14]=2[CH:18]=1)(=O)[CH3:8].[S].C1(C)C=CC([S:26](O)(=O)=O)=CC=1>CO>[O:17]1[C:13]2[CH:12]=[CH:11][C:10]([CH2:7][C:8]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)=[S:26])=[CH:18][C:14]=2[CH2:15][CH2:16]1

Komponenten

6

Edukt 4

HCID 6101p-Toluenesulfonic acidHCID 8083MorpholineHCID 1452201-(2,3-Dihydro-5-benzofuranyl)ethanoneHCID 5362487Sulfur

Produkt 1

HCID 137043802-(2,3-Dihydrobenzofuran-5-yl)-1-morpholinoethanethione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Morpholine (1.5 ml), 2,3-dihydro-5-acetylbenzofuran (2.0 g), sulfur (0.395 g) and p-toluene sulfonic acid (0.060 g) were heated at reflux After 3 hours, the reaction mixture was cooled and 6 ml of methanol added. This solution was further cooled which precipitated the morpholide. The precipitate was filtered and washed with cold methanol to give 2,3-dihydrobenzofuran-5-ylthioacetic acid morpholide, m.p. --144°-147° C.

Aufarbeitung

  1. temperatureat reflux After 3 hours
  2. temperaturethe reaction mixture was cooled
  3. temperatureThis solution was further cooled which
  4. customprecipitated the morpholide
  5. filtrationThe precipitate was filtered
  6. washwashed with cold methanol

Quellen und Nachweise

ORD-Eintrag
ord-dd758b097a784a51a498baf3e7f72fe3
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04816473

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