Hydrogen Sulfide → HCID 21428544, compound

HRID 437530Notes

Reaction equation

HRID 437530 reaction equation
CC1C=C(C)C(C)=CC=1NCCC#N.S.[CH2:16]([C:18]1[CH:29]=[C:28]([CH2:30]O)[C:27]([CH2:32]O)=[CH:26][C:19]=1[NH:20][CH2:21][CH2:22][C:23]([NH2:25])=[S:24])O>CN(CCO)C>[CH3:16][C:18]1[CH:29]=[C:28]([CH3:30])[C:27]([CH3:32])=[CH:26][C:19]=1[NH:20][CH2:21][CH2:22][C:23]([NH2:25])=[S:24]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 21428542HCID 21428542, compoundHCID 21428547HCID 21428547, compound

Product 1

HCID 21428544HCID 21428544, compound

Reagents, catalysts & solvents 1

HCID 79022-(Dimethylamino)ethanolSolvent

Procedure

To a cold solution of 3-(2,4,5-trimethylanilino)propionitrile (18.9 g.) in dimethylaminoethanol (40 g.) is added hydrogen sulfide (3.5 g.). After three days at room temperature, the mixture is poured on ice and the resulting solid is collected by filtration and recrystallized from benzene to afford 14 g. of 3-(2,4,5-trimethylolanilino)thiopropionamide; m. p. 109.5°-111° C.

Workup

  1. additionthe mixture is poured on ice
  2. filtrationthe resulting solid is collected by filtration
  3. customrecrystallized from benzene
  4. customto afford 14 g

Sources & evidence

ORD record
ord-600102bda44a420d8efaa2bbae86b7d1
Source dataset
uspto-grants-1977_06
Patent number
US04031186

Reaction notes

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