Hydrogen Sulfide → 4-Pyridineethanethioamide

HRID 2388720Notes

Reaction equation

HRID 2388720 reaction equation
[SH2:1].[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1>CO>[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[S:1])[NH2:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 402Hydrogen SulfideHCID 41120852-(Pyridin-4-yl)acetonitrile

Product 1

HCID 30340924-PyridineethanethioamideYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Hydrogen sulfide was passed through a solution of 2-(pyridin-4-yl)acetonitrile (2.5 g) in 30% strength ammoniacal methanol (12 ml) at 0° C. for 30 minutes. The resulting reaction mixture was stirred at 25° C. for 16 hours. The solid which had precipitated was filtered out, washed with ether and dried. The desired product was obtained in a yield of 76%.

Workup

  1. customThe resulting reaction mixture
  2. customThe solid which had precipitated
  3. filtrationwas filtered out
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-eded4053db374855904b29a20391c05a
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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