Ethanethiol → 1-Ethylsulfanyl-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester

HRID 908790Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 908790
[CH2:1]([O:5][C:6]([C:8]1[N:9]=[C:10](Cl)[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])[CH2:2][CH2:3][CH3:4].[CH2:20]([SH:22])[CH3:21]>>[CH2:1]([O:5][C:6]([C:8]1[N:9]=[C:10]([S:22][CH2:20][CH3:21])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 2

HCID 6343EthanethiolHCID 860145021-Chloro-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester

Produkt 1

HCID 667132831-Ethylsulfanyl-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

52 mg of 1-Chloro-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester, Example D-20c, was dissolved in 2 ml of ethanethiol and heated in a sealed tube at 70° C. for 24 h, and 1000 C for 48 h. The resultant solution was concentrated under vacuum and the residue (54 mg) was purified by chromatography on silica gel using a gradient of 0 to 20 percent ethyl acetate in hexanes to elute the product. 25 mg of product was obtained; MS (+): m/z 306.06 (M+1)

Aufarbeitung

  1. concentrationThe resultant solution was concentrated under vacuum
  2. customthe residue (54 mg) was purified by chromatography on silica gel using a gradient of 0 to 20 percent ethyl acetate in hexanes
  3. washto elute the product

Quellen und Nachweise

ORD-Eintrag
ord-d1a725eb08dd48d885673f4188cc3ed4
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017625B2

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