Triethylamine → HCID 21260174, compound

HRID 398747Notes

Reaction equation

HRID 398747 reaction equation
Br.[CH3:2][S:3]([CH2:5][CH2:6][CH2:7][NH2:8])=[O:4].C(N(CC)CC)C.[CH2:16]([N:34]=[C:35]=[O:36])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>CC(C)=O>[CH3:2][S:3]([CH2:5][CH2:6][CH2:7][NH:8][C:35]([NH:34][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:36])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 66988Octadecyl isocyanateHCID 21259993HCID 21259993, compound

Product 1

HCID 21260174HCID 21260174, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

10.6 Grams of 3-(methylsulfinyl)propylamine hydrobromide, 5.6 g of triethylamine and 100 ml of acetone were charged in a flask equipped with a stirrer, a condenser and a calcium chloride drying tube and stirred at room temperature. To the resulting solution was slowly added dropwise 14.8 g of octadecyl isocyanate. After completion of the addition, the temperature of the solution was returned to room temperature, followed by refluxing with heating for 2 hours. The reaction mixture was cooled to room temperature, and the precipitated crystal was filtered off under reduced pressure and washed with distilled water. The crystal was recrystallized from 2-propanol to obtain 14.9 g of the desired product. m.p. 105° C.

Workup

  1. customequipped with a stirrer, a condenser and a calcium chloride drying tube
  2. additionAfter completion of the addition
  3. customwas returned to room temperature
  4. temperatureby refluxing
  5. temperaturewith heating for 2 hours
  6. temperatureThe reaction mixture was cooled to room temperature
  7. filtrationthe precipitated crystal was filtered off under reduced pressure
  8. washwashed with distilled water
  9. customThe crystal was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-d0d60a73467346b9bdb37c34a37c9a1a
Source dataset
uspto-grants-1998_10
Patent number
US05817599

Reaction notes

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