Potassium Carbonate → HCID 13091634, compound

HRID 1758304Notes

Reaction equation

HRID 1758304 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:16]1[CH:21]=[CH:20][C:19]([C:22]([CH2:24][CH2:25][CH2:26]Cl)=[O:23])=[CH:18][CH:17]=1)[CH3:15]>CC(C)=O>[CH3:1][N:2]1[C:6]([S:7][CH2:26][CH2:25][CH2:24][C:22](=[O:23])[C:19]2[CH:18]=[CH:17][C:16]([CH2:14][CH3:15])=[CH:21][CH:20]=2)=[N:5][N:4]=[N:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 987434-Chloro-4'-ethylbutyrophenoneHCID 178482017HCID 178482017, compound

Product 1

HCID 13091634HCID 13091634, compoundYield 49%

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 4-ethylphenyl ketone (3.2 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 and the residue is purified by cilica gel column chromatography (Kieselgel 60, eluant: benzene-ether (10:1) and the product is recrystallized from hexane-ether to obtain 1-methyl-5-[3-(4-ethylbenzoyl)propyl]thio-1,2,3,4-tetrazole (yield 49%) as colorless needles, m.p. 68°-69° C.

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 cilica gel column chromatography (Kieselgel 60, eluant
  7. custombenzene-ether (10:1) and the product is recrystallized from hexane-ether

Sources & evidence

ORD record
ord-2381b8744064406f813ee4faefb1f455
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

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