2,3-Dichlorobenzaldehyde → HCID 19980840, Verbindung

HRID 1461480Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1461480
[C:1]([O:5][C:6]([N:8]1[CH2:14][C:13](=[O:15])[CH2:12][S:11](=[O:17])(=[O:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:18][C:19]1[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][C:20]=1[CH:21]=O.[NH2:28]/[C:29](/[CH3:37])=[CH:30]\[C:31]([O:33][CH2:34][CH2:35][OH:36])=[O:32]>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:14][C:13]2([OH:15])[NH:28][C:29]([CH3:37])=[C:30]([C:31]([O:33][CH2:34][CH2:35][OH:36])=[O:32])[CH:21]([C:20]3[CH:23]=[CH:24][CH:25]=[C:26]([Cl:27])[C:19]=3[Cl:18])[CH:12]2[S:11](=[O:16])(=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 357452,3-DichlorobenzaldehydeHCID 19980844tert-Butyl 6-oxo-1,4-thiazepane-4-carboxylate 1,1-dioxideHCID 19980851HCID 19980851, Verbindung

Produkt 1

HCID 19980840HCID 19980840, VerbindungAusbeute 34,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-N-(t-butyloxycarbonyl)-1,1-dioxo -2,3,4,5,6,7-hexahydro-1,4-thiazepine-6-one (9.06 g, 34.5 mmole) from Example 6, 2,3-dichlorobenzaldehyde (6.03 g, 34.5 mmole) and 2-hydroxyethyl 3-aminocrotonate (5.00 g, 34.5 mmole) was heated to reflux in 200 mL of ethanol for 24 hours. The ethanol was removed under reduced pressure and the residue was heated in refluxing toluene for 2 hours. After cooling a precipitate was filtered to give 6.75 g of the title compound. Evaporation of the filtrate and chromatography (2.5:1, ethyl acetate:hexane) produced 3.78 g of product.

Aufarbeitung

  1. temperaturewas heated
  2. customThe ethanol was removed under reduced pressure
  3. temperaturethe residue was heated
  4. temperaturein refluxing toluene for 2 hours
  5. temperatureAfter cooling a precipitate
  6. filtrationwas filtered

Quellen und Nachweise

ORD-Eintrag
ord-466761ee21084fa98a049d377c505574
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05075440

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