Hydrogen Sulfide → 1-Ethyl-1H-pyrrole-2-carbothioamide

HRID 542858Notes

Reaction equation

HRID 542858 reaction equation
[CH2:1]([N:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]#[N:9])[CH3:2].C(N(CC)CC)C.[SH2:17].O>N1C=CC=CC=1>[CH2:1]([N:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8](=[S:17])[NH2:9])[CH3:2]

Participants

6

Reactant 4

HCID 402Hydrogen SulfideHCID 962WaterHCID 8471TriethylamineHCID 135893071-Ethyl-1H-pyrrole-2-carbonitrile

Product 1

HCID 30634971-Ethyl-1H-pyrrole-2-carbothioamideYield 65%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The 1-ethylpyrrole-2-carbonitrile obtained above (3.0 g, 25 mmole) is dissolved in a solution of triethylamine (12.5 g, 125 mmole) in pyridine (13 ml), and therein hydrogen sulfide is blown at 20° C. for 6 hours. To the reaction mixture is added water (300 ml). The precipitated crystals are separated by filtration, dried, and then recrystallized from ligroin to give 1-ethylpyrrole-2-carbothioamide (2.5 g, yield: 65%).

Workup

  1. customThe precipitated crystals are separated by filtration
  2. customdried
  3. customrecrystallized from ligroin

Sources & evidence

ORD record
ord-1be1101b6bdf464daaf6ee2ce0c0a92a
Source dataset
uspto-grants-1987_04
Patent number
US04659726

Reaction notes

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