Dichloromethane → HCID 57691945, compound

HRID 550552Notes

Reaction equation

HRID 550552 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[N:7]([CH3:12])[C:8](=[S:11])[NH:9][N:10]=1.Br[CH2:14][CH:15]1[CH2:17][CH2:16]1.ClCCl.C([O-])(O)=O.[Na+]>CN(C)C=O>[CH:15]1([CH2:14][S:11][C:8]2[N:7]([CH3:12])[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[N:10][N:9]=2)[CH2:17][CH2:16]1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 81503BromomethylcyclopropaneHCID 516892Sodium BicarbonateHCID 57691901HCID 57691901, compound

Product 1

HCID 57691945HCID 57691945, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

5-(4-hydroxybutyl)-4-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione (0.3 g), (bromomethyl)cyclopropane (0.17 ml) and triethyl ammine (0.27 ml) were dissolved in dimethylformamide (2 ml). Reaction was heated at 60° C. for 2 h. Dichloromethane and NaHCO3 saturated solution were added. Solvent was removed, under reduced pressure to give a crude that was purified by Silica column (eluting with DCM/MeOH from 0 to 10%) to give the title compound (0.2 g).

Workup

  1. customReaction
  2. customSolvent was removed, under reduced pressure
  3. customto give a crude that
  4. customwas purified by Silica column (eluting with DCM/MeOH from 0 to 10%)

Sources & evidence

ORD record
ord-8c0cf21b04f3429cba99aa998c5277c1
Source dataset
uspto-grants-2011_05
Patent number
US07947683B2

Reaction notes

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