Methanesulfonamide → N-{4-[15-(Trifluoromethyl)pentadecylamino]-benzoyl}methanesulfonamide

HRID 1105908Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1105908
Cl.[F:2][C:3]([F:30])([F:29])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1.[CH3:31][S:32]([NH2:35])(=[O:34])=[O:33]>N1C=CC=CC=1>[F:2][C:3]([F:30])([F:29])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH:35][S:32]([CH3:31])(=[O:34])=[O:33])=[O:25])=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 72879MethanesulfonamideHCID 205493174-[15-(Trifluoromethyl)pentadecylamino]benzoyl chloride hydrochloride

Produkt 1

HCID 20549394N-{4-[15-(Trifluoromethyl)pentadecylamino]-benzoyl}methanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 25.2 g. of 4-[15-(trifluoromethyl)pentadecylamino]benzoyl chloride hydrochloride and 5.6 g. of methanesulfonamide in 250 ml. of pyridine is stirred under reflux for 2 hours and then concentrated in vacuo. The residue is partitioned between water and diethyl ether; the aqueous layer acidified with 1 N hydrochloric acid, and the organic layer separated, dried over magnesium sulfate and evaporated. Crystallization of the residual white solid from 60% aqueous acetic acid and then from methylene chloride-hexane affords the product as a white solid.

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. concentrationconcentrated in vacuo
  3. customThe residue is partitioned between water and diethyl ether
  4. customthe organic layer separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. customCrystallization of the residual white solid from 60% aqueous acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-bc468f0a02944225984e223983c510dd
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04310545

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