1,2,4-Triazolylsodium → 1-(N-(2-isopropylvinyl)-N-tert.-butylcarbamoyl)-1,2,4-triazole

HRID 1762856Notes

Reaction equation

[CH:1]([CH:4]=[CH:5][N:6]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:7](Cl)=[O:8])([CH3:3])[CH3:2].[NH:14]1[CH:18]=[N:17][C-:16]=[N:15]1.[Na+]>O1CCCC1>[CH:1]([CH:4]=[CH:5][N:6]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:7]([N:14]1[CH:18]=[N:17][CH:16]=[N:15]1)=[O:8])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 65 °C

Procedure

21 g (0.103 mole) of N-(2-isopropylvinyl)-N-tert.-butylcarbamyl chloride are added dropwise to a suspension of 10.5 g (0.115 mole) of sodium 1,2,4-triazolide in 100 ml of dry tetrahydrofuran at 20° C. The mixture is stirred for 6 hours at 65° C., after which it is cooled to 20° C., the resulting precipitate is filtered off under suction, the filtrate is evaporated down and the oil which remains is distilled under reduced pressure. 13.6 g of 1-(N-(2-isopropylvinyl)-N-tert.-butylcarbamoyl)-1,2,4-triazole are obtained as a colorless liquid of boiling point 95°-97° C./0.15 mbar and nD 1.4815 (Compound No. 2)

Workup

temperatureafter which it is cooled to 20° C.
filtrationthe resulting precipitate is filtered off under suction
customthe filtrate is evaporated down
distillationthe oil which remains is distilled under reduced pressure

Sources & evidence

ORD record: ord-b55449881a2146afa5550dec17bf16e3
Source dataset: uspto-grants-1989_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04835171

Reaction notes

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