Hydrochloric Acid → N-phenyl 5-[2-chloro-4-(trifluoromethyl)phenoxyl]-2-nitrobenzamide

HRID 462651

Reaktionsgleichung

Reaktionsgleichung von HRID 462651
[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](Cl)=[O:11].[NH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.Cl>C1(C)C=CC=CC=1>[C:26]1([NH:25][C:10](=[O:11])[C:9]2[CH:13]=[C:5]([O:4][C:3]3[CH:17]=[CH:18][C:19]([C:21]([F:24])([F:23])[F:22])=[CH:20][C:2]=3[Cl:1])[CH:6]=[CH:7][C:8]=2[N+:14]([O-:16])=[O:15])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 30177655-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl chloride

Produkt 1

HCID 13475662N-phenyl 5-[2-chloro-4-(trifluoromethyl)phenoxyl]-2-nitrobenzamideAusbeute 62,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a stirred solution of 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride (5.68 g, 0.015 mole) in toluene (35 ml) was added aniline (2.8 g, 0.30 mole). The temperature immediately rose to 45° C. The reaction was then heated to reflux for twelve hours. The cooled reaction was poured into dilute hydrochloric acid solution. The residual solids were filtered, washed with warm water and dried to give 4.1 g of a gray solid m.p. 190°-4° C. Recrystallization from methanol gave 3.8 g, m.p. 191°-4° C.

Aufarbeitung

  1. customimmediately rose to 45° C
  2. temperatureThe reaction was then heated
  3. temperatureto reflux for twelve hours
  4. customThe cooled reaction
  5. filtrationThe residual solids were filtered
  6. washwashed with warm water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d08fa4dbf73a42c78a3b690b31957196
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04517010

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