Sulfuric Acid → 4-(2-sulfanylidene-2,3-dihydro-1H-imidazol-1-yl)benzoic acid

HRID 64844

Reaktionsgleichung

Reaktionsgleichung von HRID 64844
S(=O)(=O)(O)O.[C:6]([C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][CH2:21][CH:22](OCC)OCC)=[S:19])=[CH:13][CH:12]=1)([O:8]CC)=[O:7]>O>[C:6]([C:11]1[CH:12]=[CH:13][C:14]([N:17]2[CH:22]=[CH:21][NH:20][C:18]2=[S:19])=[CH:15][CH:16]=1)([OH:8])=[O:7]

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 4842498N-(4-carboethoxyphenyl)-N'-(2,2-diethoxyethyl)thiourea

Produkt 1

HCID 137257144-(2-sulfanylidene-2,3-dihydro-1H-imidazol-1-yl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

400 ml of 30% sulfuric acid was added to 80 g of N-(4-carboethoxyphenyl)-N'-(2,2-diethoxyethyl)thiourea, and the mixture was refluxed for 1 hour using an oil bath. The reaction mixture was cooled to room temperature, then 600 ml of water was added thereto, followed by cooling in an ice bath. Crystals precipitated were collected by filtration, then washed successively with 200 ml of water, 100 ml of isopropyl alcohol, and 100 ml of hexane. Yield: 48 g (92.8 mol%).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureby cooling in an ice bath
  3. customCrystals precipitated
  4. filtrationwere collected by filtration
  5. washwashed successively with 200 ml of water, 100 ml of isopropyl alcohol, and 100 ml of hexane

Quellen und Nachweise

ORD-Eintrag
ord-5d737fca61eb4249a08d1c23ce6f277b
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04610954

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