3,5-Bis(trifluoromethyl)phenyl isocyanate → 2-[2-[3-[3,5-Bis(trifluoromethyl)phenyl]ureido]-4-trifluoromethylphenoxy]-5-(1,1-dimethylpropyl)benzenesulfonic acid, ammonium salt

HRID 129878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 129878
[NH2:1][C:2]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([CH3:15])([CH3:14])[CH2:12][CH3:13])=[CH:7][C:6]=1[S:16]([OH:19])(=[O:18])=[O:17].[F:28][C:29]([F:44])([F:43])[C:30]1[CH:31]=[C:32]([N:40]=[C:41]=[O:42])[CH:33]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:35]=1>N1C=CC=CC=1>[NH4+:1].[F:28][C:29]([F:43])([F:44])[C:30]1[CH:31]=[C:32]([NH:40][C:41](=[O:42])[NH:1][C:2]2[CH:23]=[C:22]([C:24]([F:27])([F:25])[F:26])[CH:21]=[CH:20][C:3]=2[O:4][C:5]2[CH:10]=[CH:9][C:8]([C:11]([CH3:14])([CH3:15])[CH2:12][CH3:13])=[CH:7][C:6]=2[S:16]([O-:19])(=[O:18])=[O:17])[CH:33]=[C:34]([C:36]([F:39])([F:37])[F:38])[CH:35]=1

Komponenten

4

Edukt 2

HCID 27333143,5-Bis(trifluoromethyl)phenyl isocyanateHCID 99091322-(2-Amino-4-trifluoromethylphenoxy)-5-(1,1-dimethylpropyl)benzenesulfonic acid

Produkt 1

HCID 1317192132-[2-[3-[3,5-Bis(trifluoromethyl)phenyl]ureido]-4-trifluoromethylphenoxy]-5-(1,1-dimethylpropyl)benzenesulfonic acid, ammonium salt

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

2-(2-Amino-4-trifluoromethylphenoxy)-5-(1,1-dimethylpropyl)benzenesulfonic acid (260 mg, 0.0006 mol) and 3,5-bis(trifluoromethyl)phenyl isocyanate (130.9 ml, 0.0005 mol) were mixed in pyridine (5 ml), under argon, for sixteen hours at room temperature. The solvent was evaporated and the residue flash chromatographed (silica gel, methylene chloride/isopropanol/ammonium hydroxide), dried and evaporated to give the title compound. 1H NMR (250 MHz, DMSO) ∂9.20 (s, 1H), 8.90 (s, 1H), 7.90 (s, 1H), 7.50 (s, 2H), 7.25 (d, 1H), 7.05 (s, 1H), 6.80-6.30 (m, 4H), 1.0 (q, 3H), 0.065 (s, 6H), 0.045 (d, 2H).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue flash chromatographed (silica gel, methylene chloride/isopropanol/ammonium hydroxide)
  3. customdried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d9f93a8a22684b8caca1c3ff7498a6a4
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05470882

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