Phenethyl Isothiocyanate → 1-(1-methyl-1H-pyrrol-2-ylmethyl)-3-phenethylthiourea

HRID 656289Notes

Reaction equation

HRID 656289 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][NH2:8].[N:9]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[C:10]=[S:11]>C(OCC)(=O)C>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][NH:8][C:10]([NH:9][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[S:11]

Participants

4

Reactant 2

HCID 16741Phenethyl IsothiocyanateHCID 2776207(1-methyl-1H-pyrrol-2-yl)methanamine

Product 1

HCID 590880071-(1-methyl-1H-pyrrol-2-ylmethyl)-3-phenethylthioureaYield 60.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(1-methyl-1H-pyrrol-2-yl)methylamine (65 mg) and (2-isothiocyanatoethyl)benzene (100 mg) were dissolved in ethyl acetate (20 ml) and the solution was stirred for 12 hours. After the completion of the reaction, the resulting mixture was purified by column-chromatography (ethyl acetate/hexane=1/3) to yield the compound 17-3 (97 mg, 60%) as a brown liquid.

Workup

  1. customAfter the completion of the reaction
  2. customthe resulting mixture was purified by column-chromatography (ethyl acetate/hexane=1/3)

Sources & evidence

ORD record
ord-60190a4c30bd418ea67d301a066e7155
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

Loading…