4-Nitroaniline → HCID 17777153, Verbindung

HRID 583068

Reaktionsgleichung

Reaktionsgleichung von HRID 583068
[Cl:1][CH2:2][CH2:3][N:4]1[C:9]2[CH:10]=[CH:11][C:12]([N+:14]([O-])=O)=[CH:13][C:8]=2[CH2:7][N:6]([CH:17]([CH3:19])[CH3:18])[S:5]1(=[O:21])=[O:20].CC(N1CC2C=C([N+]([O-])=O)C=CC=2NS1(=O)=O)C.[N+](C1C=CC(N)=CC=1)([O-])=O.C(NS(Cl)(=O)=O)(C)C>C(O)C.[Pd]>[NH2:14][C:12]1[CH:11]=[CH:10][C:9]2[N:4]([CH2:3][CH2:2][Cl:1])[S:5](=[O:21])(=[O:20])[N:6]([CH:17]([CH3:18])[CH3:19])[CH2:7][C:8]=2[CH:13]=1

Komponenten

7

Edukt 4

HCID 74754-NitroanilineHCID 117737Isopropylsulphamoyl chlorideHCID 17777128HCID 17777128, VerbindungHCID 53863273HCID 53863273, Verbindung

Produkt 1

HCID 17777153HCID 17777153, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

1-(2-Chloroethyl)-3,4-dihydro-3-(1-methylethyl)-6-nitro-1H-2,1,3-benzothiadiazine-2,2-dioxide(1.67 g, 0.005 mol) prepared from 3,4-dihydro-3-(1-methylethyl)-6-nitro-1H-2,1,3-benzothiadiazine-2,2-dioxide (prepared from 4-nitroaniline and isopropyl sulfamoyl chloride by methods described above was dissolved in absolute ethanol (50 ml) and hydrogenated at 60 psi in the presence of 5% palladium on charcoal (0.2 g). After 1 hour and no further hydrogen uptake, the catalyst was filtered, washed with ethanol and the solution evaporated to dryness giving 6-amino-1-(2-chloroethyl)-3,4-dihydro-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide.

Aufarbeitung

  1. filtrationno further hydrogen uptake, the catalyst was filtered
  2. washwashed with ethanol
  3. customthe solution evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-fbb2bfcaae084e349a70529606b07e60
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05929072

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