Ammonia → 1-Trimethylsilyl-1,2,4-triazole

HRID 435200

Reaction equation

HRID 435200 reaction equation
[CH3:1][Si:2]([CH3:9])([CH3:8])[NH:3][Si](C)(C)C.N1[CH:14]=[N:13][CH:12]=[N:11]1.N>S1(C2C(=CC=CC=2)C(=O)N1)(=O)=O>[CH3:1][Si:2]([CH3:9])([CH3:8])[N:3]1[CH:14]=[N:13][CH:12]=[N:11]1

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 92571H-1,2,4-TriazoleHCID 13838Hexamethyldisilazane

Product 1

HCID 875581-Trimethylsilyl-1,2,4-triazoleYield 124.7%

Reagents, catalysts & solvents 1

HCID 5143SaccharinCatalyst

Conditions

Temperature
126 °C

Procedure

23.4 ml (0.11 mole) of hexamethyldisilazane were added to a mixture consisting of 10.35 g (0.15 mole) of 1,2,4-triazole and 127 mg (0.75 mmole) of saccharin heated to 126° C. and evolution of ammonia started immediately. After refluxing for 30 minutes, the calculated amount of ammonia was evolved as determined by the method described in Example 1A. Vacuum distillation yielded 19.37 g (91.6%) of 1-trimethylsilyl-1,2,4-triazole boiling at 76.5°-78.0° C. at 12 mm Hg and nD 25=1.4592.

Workup

  1. temperatureAfter refluxing for 30 minutes
  2. distillationVacuum distillation

Sources & evidence

ORD record
ord-444c485f5de048b295ef616b6fd3e31c
Source dataset
uspto-grants-1983_08
Patent number
US04400509

Linked notes

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