Hydrogen Sulfide → HCID 85906196, compound

HRID 437709Notes

Reaction equation

HRID 437709 reaction equation
[NH2:1][C:2]([O:8][CH2:9][CH2:10][CH3:11])=[C:3]([C:6]#[N:7])[C:4]#[N:5].C(N(CC)CC)C.[SH2:19]>N1C=CC=CC=1.O>[NH2:1][C:2]([O:8][CH2:9][CH2:10][CH3:11])=[C:3]([C:4]#[N:5])[C:6](=[S:19])[NH2:7]

Participants

6

Reactant 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 86734884HCID 86734884, compound

Product 1

HCID 85906196HCID 85906196, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

A stirred mixture of 141 g of 3-amino-2-cyano-3-propoxypropenenitrile and 94.4 g of triethylamine in 250 ml of pyridine was heated at 80° for 4 hours while hydrogen sulfide gas was continually passed through the mixture. Thin-layer chromatography indicated reaction to be complete. The reaction mixture was diluted to 2 liters with water and the pale yellow precipitate was collected by filtration. The precipitate was recrystallized from ethanol to give 114 g of 3-amino- 2-cyano-3-propoxypropenethioamide, mp 174°.

Workup

  1. customreaction
  2. filtrationthe pale yellow precipitate was collected by filtration
  3. customThe precipitate was recrystallized from ethanol

Sources & evidence

ORD record
ord-003351325dea4fb0ad6c971c5bbdee37
Source dataset
uspto-grants-1977_06
Patent number
US04032322

Reaction notes

Loading…