Hydrogen Sulfide → HCID 15042506, compound

HRID 1091101Notes

Reaction equation

HRID 1091101 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-6feac376204b4d97b1b810f9ccecadba
Source dataset
uspto-grants-1992_01
Patent number
US05084453

Reaction notes

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