Chloroacetanilide → N-phenyl-2-(1,1,3-trioxo-1,2-benzothiazol-2-yl)acetamide

HRID 1764452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1764452
[S:1]1([C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=[O:6])[NH:4]1)(=[O:3])=[O:2].[Na].Cl[CH2:15][C:16]([NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17]>CN(C)C=O>[C:19]1([NH:18][C:16]([CH2:15][N:4]2[C:5](=[O:6])[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[S:1]2(=[O:2])=[O:3])=[O:17])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

4

Edukt 2

HCID 11485ChloroacetanilideHCID 24181110Benzosulfinide sodium; Garantose sodium

Produkt 1

HCID 677934N-phenyl-2-(1,1,3-trioxo-1,2-benzothiazol-2-yl)acetamideAusbeute 62,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 22.6g (0.11 mole) of sodium saccharin and 16.7g (0.1 mole) of N-chloroacetylaniline in 150ml of dimethylformamide is heated on a steam bath for one hour, allowed to stir at room temperature for 16 hrs. and poured into ice-water. The resulting precipitate is collected and dissolved in dichloromethane. This solution is dried over magnesium sulfate, and the solvent is evaporated. The residue is recrystallized from methanol to give 19.9g of product, mp. 180°-182° C. EXAMPLE 2 ##STR5##

Aufarbeitung

  1. customThe resulting precipitate is collected
  2. dissolutiondissolved in dichloromethane
  3. dry with materialThis solution is dried over magnesium sulfate
  4. customthe solvent is evaporated
  5. customThe residue is recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-57a689350faf440db8502e219738db50
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04116964

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