Phenyl isocyanate → 4-Hydroxy-6-N-phenylcarbamoyl-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridine

HRID 616890

Reaktionsgleichung

Reaktionsgleichung von HRID 616890
[OH:1][CH:2]1[CH2:7][NH:6][CH2:5][C:4]2[S:8][CH:9]=[CH:10][C:3]1=2.[C:11]1([N:17]=[C:18]=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1C=CC=CC=1>[OH:1][CH:2]1[CH2:7][N:6]([C:18](=[O:19])[NH:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:5][C:4]2[S:8][CH:9]=[CH:10][C:3]1=2

Komponenten

4

Edukt 2

HCID 7672Phenyl isocyanateHCID 123370234,5,6,7-Tetrahydrothieno[2,3-c]pyridin-4-ol

Produkt 1

HCID 203668484-Hydroxy-6-N-phenylcarbamoyl-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridineAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

To a solution of 4-hydroxy-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridine (5.6 g; 36.2 mmoles) in benzene (40 cc), is added dropwise a mixture of phenyl isocyanate (4.3 g; 36.2 mmoles) in benzene (10 ml). After stirring during 2 hours at room temperature, the resulting precipitate is filtered off, washed with ether and dried in vacuo. On recrystallization from ethanol, the desired product is obtained in a yield of 65% (M.p. = 200° C).

Aufarbeitung

  1. filtrationthe resulting precipitate is filtered off
  2. washwashed with ether
  3. customdried in vacuo
  4. customOn recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-be522ac9b64d44108de8bc418cf6b7cd
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04076819

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