Chlorotrimethylsilane → HCID 178504166, compound

HRID 1431939Notes

Reaction equation

HRID 1431939 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-2d2116e22de8483d8fa93674a653ca22
Source dataset
uspto-grants-2009_11
Patent number
US07612059B2

Reaction notes

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