Hydrogen Sulfide → HCID 15239090, compound

HRID 274735Notes

Reaction equation

HRID 274735 reaction equation
C(N(C(C)C)CC)(C)C.[Br:10][C:11]1[N:12]([CH3:20])[C:13]([Br:19])=[C:14]([Br:18])[C:15]=1[C:16]#[N:17].[SH2:21]>N1C=CC=CC=1>[Br:10][C:11]1[N:12]([CH3:20])[C:13]([Br:19])=[C:14]([Br:18])[C:15]=1[C:16](=[S:21])[NH2:17]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 81531DiisopropylethylamineHCID 9906070HCID 9906070, compound

Product 1

HCID 15239090HCID 15239090, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Diisopropylethylamine (1.1 mL, 6 mmol), 2,4,5-tribromo-1-methylpyrrole-3-carbonitrile (2.16 g, 6 mmol) and pyridine (10 mL) are added to condensed hydrogen sulfide in a pressure tube at -78° C. The tube is sealed and the reaction mixture is stirred for 5 days at room temperature. The reaction mixture is then concentrated in vacuo to obtain a residue. Chromatography of the residue using silica gel and a 4:1 hexanes/ethyl acetate mixture gives the title product as a yellow solid (0.47 g, mp 100.5°-102° C. dec.).

Workup

  1. customThe tube is sealed
  2. concentrationThe reaction mixture is then concentrated in vacuo
  3. customto obtain a residue

Sources & evidence

ORD record
ord-4cbd7822a3e14bb29bac049a680ad9ed
Source dataset
uspto-grants-1995_02
Patent number
US05389669

Reaction notes

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