Pyrazole → 1-tert-Butyl-1H-pyrazole

HRID 357534Notes

Reaction equation

HRID 357534 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.S(=O)(=O)(O)O.[C:11](O)([CH3:14])([CH3:13])[CH3:12]>>[C:11]([N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1)([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 1048PyrazoleHCID 1118Sulfuric AcidHCID 6386tert-Butanol

Product 1

HCID 134698151-tert-Butyl-1H-pyrazoleYield 72.8%

Conditions

Temperature
195 °C

Procedure

As in Example 2, the column was charged with 30 g of glass rings of diameter 3 mm, 16.4 g (0.24 mol) of pyrazole and 1.02 g (0.01 mol) of 96% by weight sulfuric acid, heated to 195° C. and reacted over the course of 7 hours with 703 g (9.5 mol) of tert-butanol vaporized at 180° C. 21.7 g of N-tert-butylpyrazole were obtained, boiling point 103° C., with a content of 99.4% (GC), which corresponds to a yield of 72.5%.

Workup

  1. customvaporized at 180° C

Sources & evidence

ORD record
ord-738c381f04764410b3d0e79947f23b30
Source dataset
uspto-grants-1998_11
Patent number
US05840913

Reaction notes

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