2,5-Dimethyl-4-benzoquinone → 2,5-Bis((3-(dimethylamino)propyl)thio)-3,6-dimethyl-1,4-benzenediol dihydrochloride

HRID 1278340

Reaktionsgleichung

Reaktionsgleichung von HRID 1278340
[CH3:1][C:2]1[C:3](=[O:10])[CH:4]=[C:5]([CH3:9])[C:6](=[O:8])[CH:7]=1.[ClH:11].[CH3:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][SH:17]>C(N(CC)CC)C.CC(C)=O>[ClH:11].[ClH:11].[CH3:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][S:17][C:4]1[C:5]([CH3:9])=[C:6]([OH:8])[C:7]([S:17][CH2:16][CH2:15][CH2:14][N:13]([CH3:18])[CH3:12])=[C:2]([CH3:1])[C:3]=1[OH:10]

Komponenten

5

Edukt 2

HCID 87182,5-Dimethyl-4-benzoquinoneHCID 129471293-(Dimethylamino)propane-1-thiol--hydrogen chloride (1/1)

Produkt 1

HCID 211637562,5-Bis((3-(dimethylamino)propyl)thio)-3,6-dimethyl-1,4-benzenediol dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8471TriethylamineKatalysatorHCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 27.2 g (0.200 mole) of 2,5-dimethyl-1,4-benzoquinone, 31.1 g (0.200 mole) of 3-(dimethylamino)propanethiol hydrochloride and six drops of triethylamine in 300 ml of acetone was stirred at ambient temperature for 15 hours. The cream-colored, crude, solid product was collected on a filter and recrystallized from methanol to give the pure product, 2,5-bis((3-(dimethylamino)propyl)thio)-3,6-dimethyl-1,4-benzenediol dihydrochloride, as cream-colored platelets, mp 254.5° C.

Aufarbeitung

  1. customThe cream-colored, crude, solid product was collected on
  2. filtrationa filter
  3. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-274cec5bb6204b0db2af77c62ea43fcc
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04281118

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