Hydrogen Sulfide → HCID 54052991, compound

HRID 1659128Notes

Reaction equation

HRID 1659128 reaction equation
[CH3:1][O:2][CH2:3][CH:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[C:5]#[N:6].C(N(CC)CC)C.N1C=CC=CC=1.[SH2:26]>O>[CH3:1][O:2][CH2:3][CH:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[C:5]([NH2:6])=[S:26]

Participants

6

Reactant 4

HCID 402Hydrogen SulfideHCID 1049PyridineHCID 8471TriethylamineHCID 21486893HCID 21486893, compound

Product 1

HCID 54052991HCID 54052991, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

2 grams of 3-methoxy-2-(2-pyridyl)propionitrile is dissolved in 1.5 g. of triethylamine and 2 g. of dry pyridine, saturated with hydrogen sulfide. The mixture is heated at 100°C. in a sealed bomb for 15 hours. The mixture is cooled, diluted with water and extracted with ether. The organic phase is dried, the solvent is removed and the residue is recrystallized from benzene/petroleum ether to give 3-methoxy-2-(2-pyridyl)thiopropanamide.

Workup

  1. temperatureThe mixture is cooled
  2. extractionextracted with ether
  3. customThe organic phase is dried
  4. customthe solvent is removed
  5. customthe residue is recrystallized from benzene/petroleum ether

Sources & evidence

ORD record
ord-c333b347319c4433b90720ef8a57ad70
Source dataset
uspto-grants-1976_06
Patent number
US03966945

Reaction notes

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