Triethylamine → HCID 22272721, Verbindung

HRID 1064855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1064855
[CH3:1][S:2][C:3]1[C:8]([NH:9][C:10](=[O:18])OC2C=CC=CC=2)=[C:7]([S:19][CH3:20])[CH:6]=[C:5]([CH3:21])[N:4]=1.C(N(CC)CC)C.[CH2:29]([NH:36][CH2:37][CH2:38][N:39]1[CH2:44][CH2:43][N:42]([CH2:45][CH2:46][CH2:47][OH:48])[CH2:41][CH2:40]1)[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>C1(C)C=CC=CC=1.O>[CH3:1][S:2][C:3]1[C:8]([NH:9][C:10](=[O:18])[N:36]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:37][CH2:38][N:39]2[CH2:44][CH2:43][N:42]([CH2:45][CH2:46][CH2:47][OH:48])[CH2:41][CH2:40]2)=[C:7]([S:19][CH3:20])[CH:6]=[C:5]([CH3:21])[N:4]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 22272787HCID 22272787, VerbindungHCID 54132991Phenyl [6-methyl-2,4-bis(methylsulfanyl)pyridin-3-yl]carbamate

Produkt 1

HCID 22272721HCID 22272721, VerbindungAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of this phenyl carbamate (188 mg, 0.59 mmol) in toluene (3 ml) were added triethylamine (72 mg, 0.71 mmol) and 3-[4-(2-heptylaminoethyl)piperazin-1-yl]propanol (168 mg, 0.59 mmol) and the mixture was stirred at 80° C. for 3 hours. The reaction solution was diluted with water and extracted with chloroform. The organic layer was washed with water and a saturated sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (silica gel 15 g, developing solvent; chloroform:methanol=40:1 10:1) to provide 249 mg (yield 83%) of N′-[2,4-bis(methylthio)-6-methyl-3-pyridyl]-N-heptyl-N-[2-[4-(3-hydroxypropyl)piperazin-1-yl]ethyl]urea as colorless oil.

Aufarbeitung

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with water
  3. dry with materiala saturated sodium chloride solution successively, dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was purified by a silica gel column chromatography (silica gel 15 g, developing solvent; chloroform:methanol=40:1 10:1)

Quellen und Nachweise

ORD-Eintrag
ord-1cbfebdc123b44759f37fc3563ab58c5
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06969711B2

Notizen zur Reaktion

Wird geladen…