Ammonia → 4-Methyl-5-nitrosaccharin

HRID 861820

Reaktionsgleichung

Reaktionsgleichung von HRID 861820
[NH3:1].O.C[O:4][C:5]([C:7]1[C:12]([CH3:13])=[C:11]([N+:14]([O-:16])=[O:15])[CH:10]=[CH:9][C:8]=1[S:17](Cl)(=[O:19])=[O:18])=O>O1CCCC1>[CH3:13][C:12]1[C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=[C:8]2[C:7]=1[C:5](=[O:4])[NH:1][S:17]2(=[O:19])=[O:18]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 962WaterHCID 153345332-Methoxycarbonyl-3-methyl-4-nitrobenzenesulfonyl chloride

Produkt 1

HCID 153345344-Methyl-5-nitrosaccharin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

104 ml of 25 percent ammonia solution are initially taken, 100 ml of water are added and a solution of 48.7 g (0.166 mol) of 2-methoxycarbonyl-3-methyl-4-nitrobenzenesulfonyl chloride in 70 ml of tetrahydrofuran is then added dropwise at 10° C. After stirring at 25° C. for three hours, water and THF are removed by concentration on a rotary evaporator, and the residue which remains is stirred with ethyl acetate, filtered off with suction and washed with ethyl acetate. After drying under reduced pressure, 34 g (0.131 mol)=79% of theory of a white solid of m.p.: 312° C. (dec.) are obtained.

Aufarbeitung

  1. customwater and THF are removed by concentration on a rotary evaporator
  2. stirringthe residue which remains is stirred with ethyl acetate
  3. filtrationfiltered off with suction
  4. washwashed with ethyl acetate
  5. customAfter drying under reduced pressure, 34 g (0.131 mol)=79% of theory of a white solid of m.p.: 312° C. (dec.)
  6. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-e14a33f1974548acb39583963fe8fb9b
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05716905

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