Hydrogen Sulfide → HCID 21466039, compound

HRID 234146Notes

Reaction equation

HRID 234146 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][O:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[SH2:26]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]([NH2:14])=[S:26])=[CH:11][CH:10]=2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 15187913HCID 15187913, compound

Product 1

HCID 21466039HCID 21466039, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To the solution of 4-(p-methoxybenzyl)oxybenzonitrile (7.18 g) in pyridine (100 ml) was added triethylamine (20 ml), and hydrogen sulfide gas was streamed 30 minutes. The mixture was stirred at room temperature for 3 hours followed by 50° C. overnight. After the solvent was evaporated under reduced pressure, the residue was taken into ether, and crystals were collected by filtration and dried to give 8.05 g of 4-(p-methoxybenzyl)oxythiobenzamide (yield, 98%). EIMS (m/z): 273 (M+).

Workup

  1. waitfollowed by 50° C. overnight
  2. customAfter the solvent was evaporated under reduced pressure
  3. filtrationwere collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-790a94c06086453da880296e9381e876
Source dataset
uspto-grants-1997_01
Patent number
US05594004

Reaction notes

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