Hexadecanethiol → S-n-hexadecyl p-nitrophenylthiocarbamate

HRID 583015Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 583015
[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]>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

4

Edukt 2

HCID 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 reflux condenser, n-hexadecanethiol (165 g) was dissolved in acetonitrile (1000 ml) in a nitrogen atmosphere. To the solution, p-nitrophenyl isocyanate (100 g) was gradually added, stirred at room temperature for 10 minutes, and then heat-refluxed for 30 minutes. The reaction liquid was cooled to room temperature to allow crystals to precipitate. The crystals were collected by filtering and washed with acetonitrile, to obtain S-n-hexadecyl p-nitrophenylthiocarbamate (250 g) at a yield of 97%.

Aufarbeitung

  1. customIn a three necked flask equipped with a dropping funnel
  2. temperaturea thermometer and reflux condenser
  3. temperatureheat-refluxed for 30 minutes
  4. customThe reaction liquid
  5. temperaturewas cooled to room temperature
  6. customto precipitate
  7. customThe crystals were collected
  8. filtrationby filtering
  9. washwashed with acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-c299eda7db9b4283bf2016743ef4e09b
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05928988

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