4-tert-Butylbenzenesulfonamide → N-[4-(hexadecylamino)benzoyl]-4-t-butylbenzenesulfonamide

HRID 2163762

Reaktionsgleichung

Reaktionsgleichung von HRID 2163762
Cl.[CH2:2]([NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)[CH2:3][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][CH3:17].[C:28]([C:32]1[CH:37]=[CH:36][C:35]([S:38]([NH2:41])(=[O:40])=[O:39])=[CH:34][CH:33]=1)([CH3:31])([CH3:30])[CH3:29]>N1C=CC=CC=1>[CH2:2]([NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH:41][S:38]([C:35]2[CH:36]=[CH:37][C:32]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:33][CH:34]=2)(=[O:39])=[O:40])=[O:24])=[CH:21][CH:20]=1)[CH2:3][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][CH3:17]

Komponenten

4

Edukt 2

HCID 2228724-tert-ButylbenzenesulfonamideHCID 132553224-Hexadecylaminobenzoyl chloride hydrochloride

Produkt 1

HCID 20437349N-[4-(hexadecylamino)benzoyl]-4-t-butylbenzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 21.1 g. of 4-(hexadecylamino)benzoyl chloride hydrochloride and 10.8 g. of p-tert-butylbenzenesulfonamide in 250 ml. of pyridine was stirred under reflux for 2 hours and evaporated. The residue was partitioned between 1N hydrochloric acid and CH2Cl2 and the organic layer was separated, washed with water, dried (MgSO4), and evaporated. Crystallization of the residual glass from CH2Cl2 hexane afforded a white solid, melting point 173°-176° C.

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. customevaporated
  3. customThe residue was partitioned between 1N hydrochloric acid and CH2Cl2
  4. customthe organic layer was separated
  5. washwashed with water
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customCrystallization of the residual glass from CH2Cl2 hexane
  9. customafforded a white solid, melting point 173°-176° C.

Quellen und Nachweise

ORD-Eintrag
ord-f5471b222d6e40188886a9c207516c5f
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04136256

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