1,3-Dibromopropane → HCID 12818274, compound

HRID 1758326Notes

Reaction equation

HRID 1758326 reaction equation
[CH3:1][N:2]1[C:6]([SH:7])=[N:5][N:4]=[N:3]1.Br[CH2:9][CH2:10][CH2:11]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][N:2]1[C:6]([S:7][CH2:9][CH2:10][CH2:11][S:7][C:6]2[N:2]([CH3:1])[N:3]=[N:4][N:5]=2)=[N:5][N:4]=[N:3]1

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 178482017HCID 178482017, compound

Product 1

HCID 12818274HCID 12818274, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Methyl-5-mercapto-1,2,3,4-tetrazole (4.6 g) and 1,3-dibromopropane (4 g) are dissolved in acetone (50 ml). To the mixture is added potassium carbonate (5.5 g), and the mixture is refluxed for 3 hours. After acetone is distilled off, water is added to the residue, and the precipitated crystals are separated by filtration and recrystallized from ethanol to give 1-methyl-5-[3-(1-methyl-1,2,3,4-tetrazol-5-yl)thiopropyl]thio-1,2,3,4-tetrazole (3.6 g) as colorless prisms, m.p. 141.5°-143.5° C.

Workup

  1. temperaturethe mixture is refluxed for 3 hours
  2. distillationAfter acetone is distilled off
  3. additionwater is added to the residue
  4. customthe precipitated crystals are separated by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a998bb66485044d996eb5c28fef6a931
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

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