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Dimethylformamide dimethyl acetal → N,N-Dimethyl-N'-(6-hydroxybenzothiazole-2-sulfonyl)formamidine

HRID 2164613
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2164613
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[OH:9][C:10]1[CH:22]=[CH:21][C:13]2[N:14]=[C:15]([S:17]([NH2:20])(=[O:19])=[O:18])[S:16][C:12]=2[CH:11]=1>C(#N)C>[CH3:6][N:4]([CH3:5])[CH:3]=[N:20][S:17]([C:15]1[S:16][C:12]2[CH:11]=[C:10]([OH:9])[CH:22]=[CH:21][C:13]=2[N:14]=1)(=[O:18])=[O:19]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 68521296-Hydroxy-1,3-benzothiazole-2-sulfonamide

Produkt 1

HCID 54375873N,N-Dimethyl-N'-(6-hydroxybenzothiazole-2-sulfonyl)formamidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

N,N-Dimethylformamide dimethyl acetal (1.5 mL, 11.3 mmol) was added to a partial suspension of 6-hydroxybenzothiazole-2-sulfonamide (2.3 gm, 10 mmol) in acetonitrile (20 mL) to give an immediate solution. After stirring at room temperature for 1 hour, the reaction mixture was cooled and the crystalline product which formed (1.95 gm) was collected m.p. 195°-198° C. Evaporation of the reaction solvent and dissolution of the residue in ethyl acetate/acetonitrile which was washed with water, dried (Na2SO4) and evaporated yielded an additional 0.6 gm from methylene chloride.

Aufarbeitung

  1. customto give an immediate solution
  2. temperaturethe reaction mixture was cooled
  3. customthe crystalline product which formed (1.95 gm)
  4. customwas collected m.p. 195°-198° C
  5. customEvaporation of the reaction solvent and dissolution of the residue in ethyl acetate/acetonitrile which
  6. washwas washed with water
  7. dry with materialdried (Na2SO4)
  8. customevaporated
  9. customyielded an additional 0.6 gm from methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-994f65202ef24baf9fabeca17d9d6211
Quelldatensatz
uspto-grants-1985_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04505923

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