Pyridine → S-n-hexadecyl p-nitrophenylthiocarbamate

HRID 583019Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 583019
[CH2:1]([SH:17])[CH2:2][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][CH3:16].[N+:18]([C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[O:29])=[CH:23][CH:22]=1)([O-:20])=[O:19].N1C=CC=CC=1>C(#N)C>[N+:18]([C:21]1[CH:22]=[CH:23][C:24]([NH:27][C:28](=[O:29])[S:17][CH2:1][CH2:2][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][CH3:16])=[CH:25][CH:26]=1)([O-:20])=[O:19]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 18015HexadecanethiolHCID 66012Benzene, 1-isocyanato-4-nitro-

Produkt 1

HCID 17762555S-n-hexadecyl p-nitrophenylthiocarbamateAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In a three necked flask equipped with a dropping funnel, a thermometer and a reflux condenser, n-hexadecanethiol (165 g) was dissolved in acetonitrile (1000 ml). To the solution, p-nitrophenyl isocyanate (100 g) was gradually added, then pyridine (4 ml) was added dropwise, and the mixture was stirred at room temperature for 10 minutes, and then heat-refluxed for 30 minutes. When the reaction mixture was cooled to room temperature, crystals precipitated. The crystals were collected by filtering and washed with acetonitrile. S-n-hexadecyl p-nitrophenylthiocarbamate (250 g) was obtained at a yield of 97%.

Aufarbeitung

  1. customIn a three necked flask equipped with a dropping funnel
  2. temperatureheat-refluxed for 30 minutes
  3. temperatureWhen the reaction mixture was cooled to room temperature
  4. customcrystals precipitated
  5. customThe crystals were collected
  6. filtrationby filtering
  7. washwashed with acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-a29efbab1d0e4580a556cca9f7b2ef93
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05928988

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