Hydrogen Sulfide → HCID 20361728, compound

HRID 1580305Notes

Reaction equation

HRID 1580305 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°-188° 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-679931849a1242cbb5806f256d6995c4
Source dataset
uspto-grants-1976_01
Patent number
US03932431

Reaction notes

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