Hydrogen Sulfide → HCID 73793209, compound

HRID 437708Notes

Reaction equation

HRID 437708 reaction equation
[SH2:1].[NH2:2][C:3]([CH:9]([CH3:11])[CH3:10])=[C:4]([C:7]#[N:8])[C:5]#[N:6]>N1C=CC=CC=1>[NH2:2][C:3]([CH:9]([CH3:11])[CH3:10])=[C:4]([C:7]#[N:8])[C:5](=[S:1])[NH2:6]

Participants

4

Reactant 2

HCID 402Hydrogen SulfideHCID 21426735(1-Amino-2-methylpropylidene)propanedinitrile

Product 1

HCID 73793209HCID 73793209, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

While maintaining the temperature below 45°, hydrogen sulfide gas was passed for 2 hours into a stirred solution of 122.0 g of 3-amino-2-cyano-4-methyl-2-pentenenitrile and 91.5 g of triethylamino in 122 ml of pyridine. The mixture was stirred for 1 hour at room temperature, then was poured over 2 liters of ice. Th solid was collected, washed with water, dried and recrystallized from ethanol-water to give 128.3 g 3-amino-2-cyano-4-methyl-2-pentenethioamide, mp 112°-114°.

Workup

  1. customTh solid was collected
  2. washwashed with water
  3. customdried
  4. customrecrystallized from ethanol-water

Sources & evidence

ORD record
ord-f7cb5db43a344f7fbfba9b5341319e69
Source dataset
uspto-grants-1977_06
Patent number
US04032322

Reaction notes

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