Methyl isothiocyanate → HCID 86751349, compound

HRID 1379620Notes

Reaction equation

HRID 1379620 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[CH2:17][S:18][CH2:19][CH2:20][NH2:21])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:26][N:27]=[C:28]=[S:29]>C(Cl)(Cl)Cl>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[CH2:17][S:18][CH2:19][CH2:20][NH:21][C:28]([NH:27][CH3:26])=[S:29])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 18915889HCID 18915889, compound

Product 1

HCID 86751349HCID 86751349, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

There was dissolved 3.0 g (0.0082 mol) of N-[3-[3-(piperidinomethyl)phenoxy]propyl]-2-(2-aminoethylthio)acetamide in 50 ml of chloroform. Thereto was added dropwise a solution of 0.6 g (0.0082 mol) of methyl isothiocyanate in 10 ml of chloroform, and then the mixture was refluxed with heating for 2 hours. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to give 1.3 g of the titled compound as oily matter.

Workup

  1. temperaturethe mixture was refluxed
  2. temperaturewith heating for 2 hours
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-e69ffb66d40f46108bf89303850de233
Source dataset
uspto-grants-1997_09
Patent number
US05672597

Reaction notes

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