Hydrogen Sulfide → HCID 20361728, compound

HRID 1679772Notes

Reaction equation

HRID 1679772 reaction equation
[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)([CH3:10])[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[SH2:24]>CN(C)C=O>[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)([CH3:10])[C:8]([NH2:9])=[S:24])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 15711685HCID 15711685, compound

Product 1

HCID 20361728HCID 20361728, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

With continuous stirring, subject a mixture containing 6 g. of α-phenyl-α-(2-pyridyl) propionitrile and 5 ml. of triethylamine in 60 ml. of dimethylformamide to a stream of hydrogen sulfide for 24 hours. Pour the resulting solution into 200 ml. of ice water, filter, wash and dry the solids which are formed. Recrystallize the solids from acetonitrile to obtain the intermediate α-phenyl-α-(2-pyridyl) thiopropionamide, m.p. 186°-183° C.

Workup

  1. additioncontaining 6 g
  2. additionPour the resulting solution into 200 ml
  3. filtrationof ice water, filter
  4. washwash
  5. customdry the solids which
  6. customare formed
  7. customRecrystallize the solids from acetonitrile

Sources & evidence

ORD record
ord-3f08be22aa9c4b17884ac92dd0c1b391
Source dataset
uspto-grants-1978_03
Patent number
US04081544

Reaction notes

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