Reaction #1687626

ord-36347459bf8a48cbbc86fe5a55159288

Reaction equation

C#Cc1cccnc1
3-pyridyl acetylene
C[Si](C)(C)N=[N+]=[N-]
trimethylsilyl azide
→
c1cncc(-c2c[nH]nn2)c1
4-(3-Pyridyl)-1,2,3-triazole

Reactants

C#Cc1cccnc1
3-pyridyl acetylene
C[Si](C)(C)N=[N+]=[N-]
trimethylsilyl azide

Reagents

None

Solvents

O
water

Conditions

Temperature
150°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureAfter cooling the mixture
  2. 2
    OtherA colorless solid, 68, formed
  3. 3
    Otherwhich was isolated by filtration
  4. 4
    Otherdried

Procedure

In a glass-coated bomb tube 6.5 g (0.063 mol) of 3-pyridyl acetylene (T. Sakamoto et al., Synthesis (1983) 312) and 8.7 g (0.075 mol) of trimethylsilyl azide were mixed and heated to 150° C. for 20 h. After cooling the mixture was poured into water. A colorless solid, 68, formed, which was isolated by filtration and dried. Yield: 4.0 g (0.028 mol, 44%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE036374uspto-grants-1999_11