2,2-Dimethylpropanoic acid hydrazide

White crystals

Synthesis of 2-t-butyl-1, 3, 4-oxadiazole A mixture of the compound produced in Reference (570 g), methyl orthoformate (805 ml) and p-toluenesulfonic acid monohydrate (14.0 g) was heated under stirring for 9 hours while distilling off produced methanol. The reaction mixture was cooled to room temperature and distilled under reduced pressure to obtain a compound of the invention (538.4 g; 86%) having the following physical properties. TLC: Rf 0.68 (chloroform:methanol=10:1) NMR (CDCl3): delta8.33 (s, 1H), 1.45 (s, 9H)General procedure: A solution of methyl 4-tert-butylbenzoate (5.15 g, 26.8 mmol) and hydrazine monohydrate (1.50 ml, 30.0 mmol) in MeOH (15 mL) was stirred for 2 d. After the removal of the solvent in vacuo, the residue was recrystallized from MeOH to give 4-tert-butylbenzohydrazide (1b) (2.94 g, 15.3 mmol, 57%) as a colorless crystal. 1 H-NMR (300 MHz, DMSO-d 6 ): delta 9.68 (s, 1H), 7.75 (d, J = 8.5 Hz, 2H), 7.45 (d, J = 8.5 Hz, 2H), 4.44 (s, 2H), 1.28 (s, 9H) ppm.Reference Synthesis of Pivaloylhydrazine Methyl pivalate (1040 ml) and hydrazine monohydrate (760 ml) were heated under reflux for 14.5 hours in an argon stream. The reaction mixture was cooled to room temperature and concentrated. The residue was cooled with ice, and the precipitated crystals were collected by filtration. The filtered material was washed with hexane (250 ml, twice; and 300 ml, once) to obtain the title compound. Furthermore, the mother liquid (510 g) was cooled with ice, and the precipitated crystals were collected by filtration. The filtered material was washed with hexane (100 ml, twice; and 200 ml, once) to obtain the title compound having the following physical properties (total yield: 571.8 g, 63%). TLC: Rf 0.59 (chloroform:methanol=10:1) NMR (CDCl3): delta7.06 (brs, 1H), 3.87 (brs, 2H), 1.21 (s, 9H)(2) Add water to the 250ml reaction bottle, start stirring, add 20 g of intermediate I, 15.7 g of ammonium thiocyanate, and stir for 10 min. 20 g of 30% hydrochloric acid was slowly added dropwise, and the temperature was 40 C. The reaction system was warmed to 65 degrees, and the reaction was held for 60 hours. A solid precipitated, and the reaction solution was cooled to 20 degrees. Suction filtration gave 29 g of intermediate II.

Molecular Weight:116.16
XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:116.094963011
Monoisotopic Mass:116.094963011
Topological Polar Surface Area:55.1
Heavy Atom Count:8
Complexity:93.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes