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Hydrochloric Acid → 7-sulfamoyl-3,4-dihydrothieno[3,2-f]-1,4-thiazepin-5(2H)-one

HRID 1197428
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1197428
[Na].[NH2:2][CH2:3][CH2:4][SH:5].Cl[C:7]1[S:11][C:10]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:9][C:8]=1[C:16](OCC)=[O:17].Cl>C(O)C>[S:12]([C:10]1[S:11][C:7]2[S:5][CH2:4][CH2:3][NH:2][C:16](=[O:17])[C:8]=2[CH:9]=1)(=[O:14])(=[O:13])[NH2:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6058CysteamineHCID 5360545Sodium2×HCID 19106450Ethyl 2-chloro-5-sulfamoylthiophene-3-carboxylate

Produkt 1

HCID 191064767-sulfamoyl-3,4-dihydrothieno[3,2-f]-1,4-thiazepin-5(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702
Ethanol
Lösungsmittel

Versuchsvorschrift

To a round bottomed flask were added ethanol (200 mL) followed by solid sodium (1.0 g, 43.5 mmole). After the sodium dissolved, 2-aminoethanethiol was added (1.57 g, 20.4 mmole). The reaction was stirred for approximately 5.0 minutes and 5-chloro-4-carboethoxythiophene-2-sulfonamide (5.0 g, 18.5 mmole) was added. The reaction was heated at reflux for 24 hrs. The cooled reaction mixture was acidified (6.0N HCl) and the solvent was removed under vacuum. The residue was triturated with water and the resulting solid collected: 4.77 g (98%) mp>270° C.

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 24 hrs
  3. customThe cooled reaction mixture
  4. customthe solvent was removed under vacuum
  5. customThe residue was triturated with water
  6. customthe resulting solid collected

Quellen und Nachweise

ORD-Eintrag
ord-92ea9783b6a44c5b87d9308cc48e1c23
Quelldatensatz
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05276025

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