Ammonia → 4-Methyl-5-nitrosaccharin

HRID 808

Reaktionsgleichung

Reaktionsgleichung von HRID 808
[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% 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, the mixture is concentrated on a rotary evaporator to remove water and THF. 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. concentrationthe mixture is concentrated on a rotary evaporator
  2. customto remove water and THF
  3. stirringThe residue which remains is stirred with ethyl acetate
  4. filtrationfiltered off with suction
  5. washwashed with ethyl acetate
  6. customAfter drying under reduced pressure, 34 g (0.131 mol)=79% of theory of a white solid of m.p.: 312° C. (dec.)
  7. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-9750ebabdd9f4e72aa5a98408ce4247f
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723415

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