Ethanol → HCID 58561902, compound

HRID 2167365Notes

Reaction equation

HRID 2167365 reaction equation
[NH:1]1[CH:5]=[C:4]([S-:6])[N:3]=[N:2]1.[Na+].[CH2:8](Br)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH3:16]CO>CCOC(C)=O>[CH2:8]([S:6][C:4]1[N:3]=[N:2][N:1]([CH3:16])[CH:5]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 7498Benzyl BromideHCID 178507105HCID 178507105, compound

Product 1

HCID 58561902HCID 58561902, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To an ice-cooled solution of sodium 1H-1,2,3-triazole-4-thiolate (30, 1.0 g, 8.13 in EtOH (10 mL) was added benzyl bromide (1.4 g, 8.13 mmol) drop-wise. The mixture stirred at room temperature for 20 minutes then diluted with EtOAc and washed with water (10 mL), brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give 4-(benzylthio)-1-methyl-1H-1,2,3-triazole as a white solid (55, 1.5 g, 93%); 1H NMR (300 MHz, CDCl3): δ 13.37 (bs, 1H), 7.48 (s, 1H), 7.21 (m, 5H), 4.09 (s, 2H).

Workup

  1. washwashed with water (10 mL), brine (10 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7dd5581653fd4ea2bf8ac871cb10078b
Source dataset
uspto-grants-2015_06
Patent number
US09045445B2

Reaction notes

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