Chlorotrimethylsilane → HCID 178504166, compound

HRID 1611249Notes

Reaction equation

HRID 1611249 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.[CH3:6][Si:7](Cl)([CH3:9])[CH3:8]>C1C=CC=CC=1>[Si:7]([C:5]1[N:1]=[N:2][NH:3][CH:4]=1)([CH3:9])([CH3:8])[CH3:6]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 178418936HCID 178418936, compound

Product 1

HCID 178504166HCID 178504166, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 1H-1,2,3-triazole (4.98 g, 72.10 mmol, 1 equiv.) in dry benzene (145 mL) at rt under nitrogen, is added TEA (11.05 mL, 79.31 mmol, 1.1 equiv.) followed by the dropwise addition of TMSCl (9.15 mL, 72.10 mmol, 1 equiv.). A white precipitate develops. Reaction mixture is stirred at rt under nitrogen for 1 hour. The resultant precipitate is removed by filtration and washed thoroughly with dry benzene. The filtrate is gently concentrated to avoid evaporating the highly volatile product to give a quantitative yield of TMS-triazole with a trace of benzene.

Workup

  1. customReaction mixture
  2. customThe resultant precipitate is removed by filtration
  3. washwashed thoroughly with dry benzene
  4. concentrationThe filtrate is gently concentrated
  5. customto avoid evaporating the highly volatile product

Sources & evidence

ORD record
ord-ff6d174ebbae4b0496810d22ea3390c1
Source dataset
uspto-grants-2006_01
Patent number
US06987104B2

Reaction notes

Loading…