1,3-dimethyl-2-[(3-chloro-2-oxopropyl)thio]-1H-imidazolium chloride → 1,3-dimethyl-2-({3-[(1-methyl-1H-tetrazol-5-yl)thio]-2-oxopropyl}thio)-1H-imidazolium chloride

HRID 1493287Notes

Reaction equation

HRID 1493287 reaction equation
O.[Na].[SH:3][C:4]1[N:8]([CH3:9])[N:7]=[N:6][N:5]=1.[Cl-].[CH3:11][NH+:12]1[CH:16]=[CH:15][N:14]([CH3:17])[CH:13]1[S:18][CH2:19][C:20](=[O:23])[CH2:21][Cl:22]>C(O)C>[Cl-:22].[CH3:17][NH+:14]1[CH:15]=[CH:16][N:12]([CH3:11])[CH:13]1[S:18][CH2:19][C:20](=[O:23])[CH2:21][S:3][C:4]1[N:8]([CH3:9])[N:7]=[N:6][N:5]=1

Participants

4

Reactant 2

HCID 867448171,3-dimethyl-2-[(3-chloro-2-oxopropyl)thio]-1H-imidazolium chlorideHCID 178482031HCID 178482031, compound

Product 1

HCID 679318081,3-dimethyl-2-({3-[(1-methyl-1H-tetrazol-5-yl)thio]-2-oxopropyl}thio)-1H-imidazolium chloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.271 g (0.00196 mol) of 5-mercapto-1-methyltetrazole sodium salt hydrate in 30 mL of absolute ethanol was added 0.50 g (0.0020 mol) of 1,3-dimethyl-2-[(3-chloro-2-oxopropyl)thio]- 1H-imidazolium chloride whereupon a white precipitate formed immediately. The precipitate was removed by filtration and was recrystallized from ethanol to obtain the desired 1,3-dimethyl-2-({3-[(1-methyl-1H-tetrazol-5-yl)thio]-2-oxopropyl}thio)-1H-imidazolium chloride, m.p. 196-197° C.

Workup

  1. customformed immediately
  2. customThe precipitate was removed by filtration
  3. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-a5bbef72c8a24e6394f0772f5eb6ec00
Source dataset
uspto-grants-1991_06
Patent number
US05021440

Reaction notes

Loading…