Lawesson's reagent → 5-[2'-Chloro-4'-(trifluoromethyl)phenoxy]-2-nitrothiobenzamide

HRID 2308585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2308585
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10]([NH2:12])=O.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:34]2)=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10]([NH2:12])=[S:34]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 153350195-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamide

Produkt 1

HCID 201872035-[2'-Chloro-4'-(trifluoromethyl)phenoxy]-2-nitrothiobenzamideAusbeute 128,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A suspension of 5-[2'-chloro-4'-(trifluoromethyl)phenoxy]-2-nitrobenzamide (54.1 g; 0.15 mol) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulphide (LAWESSON's reagent) (28 g; 0.075 mol) in toluene (250 cc) is prepared. It is heated to 100° C., with stirring, and the heating is continued for 1 hour at this temperature. The toluene is removed by evaporation and the residue is purified by chromatography. This gives a yellow solid of 5-[2'-chloro-4'-(trifluoromethyl)phenoxy]-2-nitrothiobenzamide (36.4 g; yield 65%) melting at 152° C. and having the formula: ##STR21##

Aufarbeitung

  1. customis prepared
  2. customThe toluene is removed by evaporation
  3. customthe residue is purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-40ec2422ccb2469288e4c169f5b396c0
Quelldatensatz
uspto-grants-1987_09
Patentnummer
US04690708

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