Hydrogen Sulfide → HCID 15042506, compound

HRID 483359Notes

Reaction equation

HRID 483359 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[C:11]#[N:12].C(N(CC)CC)C.[SH2:30].C(OCC)(=O)C>N1C=CC=CC=1.O>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[C:11]([NH2:12])=[S:30]

Participants

7

Reactant 4

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 15042505HCID 15042505, compound

Product 1

HCID 15042506HCID 15042506, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

15.0 g (50.7 mmol) of 3,4-di(2-methoxyethoxymethoxy)benzonitrile was dissolved in 15.0 ml of pyridine, and 7.5 ml (50 mmol) of triethylamine was added thereto. To this solution, hydrogen sulfide gas was introduced and stirred at room temperature for 6 hours. To the reaction solution, ethyl acetate and water were added. The organic layer was separated and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 18.8 g (yield: 100%) of crude 3,4-di(2-methoxyethoxymethoxy)thiobenzamide. The product was used for the subsequent reaction without purification.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-7752722a99f84aea9123cfc9d68dde47
Source dataset
uspto-grants-1993_07
Patent number
US05225406

Reaction notes

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