Potassium Carbonate → HCID 13091641, compound

HRID 1758308Notes

Reaction equation

HRID 1758308 reaction equation
[CH3:1][N:2]1[C:6]([SH:7])=[N:5][N:4]=[N:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:14]([C:21]([CH2:23][CH2:24][CH2:25]Cl)=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CC(C)=O>[CH3:1][N:2]1[C:6]([S:7][CH2:25][CH2:24][CH2:23][C:21]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:22])=[N:5][N:4]=[N:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11171585HCID 11171585, compoundHCID 178482017HCID 178482017, compound

Product 1

HCID 13091641HCID 13091641, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Methyl-5-mercapto-1,2,3,4-tetrazole (1.2 g), potassium carbonate (2.1 g) and 3-chloropropyl benzyl ketone (2.9 g) are added to acetone (50 ml) and the mixture is refluxed with stirring for 2 hours. The reaction mixture is concentrated to dryness under reduced pressure and the residue is dissolved in chloroform. Insolubles are filtered off. The filtrate is concentrated under reduced pressure. The residue is purified by silica gel column chromatography [Kieselgel 60, eluant: benzene-ether (10:1)] to obtain 1-methyl-5-[3-(benzylcabonyl)propyl]thio-1,2,3,4-tetrazole (yield 50%) as colorless liquid, nD25 =1.5610.

Workup

  1. temperaturethe mixture is refluxed
  2. concentrationThe reaction mixture is concentrated to dryness under reduced pressure
  3. dissolutionthe residue is dissolved in chloroform
  4. filtrationInsolubles are filtered off
  5. concentrationThe filtrate is concentrated under reduced pressure
  6. customThe residue is purified by silica gel column chromatography [Kieselgel 60, eluant: benzene-ether (10:1)]

Sources & evidence

ORD record
ord-ad4a3648aab4413c87a0d377359de341
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

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