Sodium Hydroxide → thiophene-2-carboxylic acid N'-(2-benzenesulfonyl-1-imino-ethyl)-hydrazide

HRID 277028

Reaktionsgleichung

Reaktionsgleichung von HRID 277028
Cl.C(O[C:5](=[NH:16])[CH2:6][S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:9])=[O:8])C.[OH-].[Na+].C(=O)(O)[O-].[Na+].[S:24]1[CH:28]=[CH:27][CH:26]=[C:25]1[C:29]([NH:31][NH2:32])=[O:30]>C(Cl)(Cl)Cl>[C:10]1([S:7]([CH2:6][C:5]([NH:32][NH:31][C:29]([C:25]2[S:24][CH:28]=[CH:27][CH:26]=2)=[O:30])=[NH:16])(=[O:8])=[O:9])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 73098Thiophene-2-carbohydrazideHCID 516892Sodium BicarbonateHCID 700894412-(Phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride

Produkt 1

HCID 178511478thiophene-2-carboxylic acid N'-(2-benzenesulfonyl-1-imino-ethyl)-hydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

A suspension of 13.2 g (0.05 mol) 2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride in 110 ml chloroform was treated with 50 ml 1N aqueous sodium hydoxide. 20 ml of a saturated aqueous sodiumbicarbonate solution was added and the mixture was extracted with chloroform. The extracts were combined and dried with sodium sulfate and the solvents were distilled off under reduced pressure. The resulting colorless oil was stirred together with 7.82 g (0.05 mol) 2-thiophencarboxylic acid hydrazide in 75 ml chloroform for 24 hours at 50° C. The resulting precipitate was filtered off and dried. A quantitative yield thiophene-2-carboxylic acid N′-(2-benzenesulfonyl-1-imino-ethyl)-hydrazide was obtained as white crystals. MS m/e (%): 324 (M+H+, 100).

Aufarbeitung

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialdried with sodium sulfate
  3. distillationthe solvents were distilled off under reduced pressure
  4. filtrationThe resulting precipitate was filtered off
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ce100ce763ad4cb998802e65655cf565
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06355653B1

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