Tetrahydrofuran → HCID 20354956, compound

HRID 371564Notes

Reaction equation

HRID 371564 reaction equation
[CH:1]([S:4][C:5]1[N:9]=[CH:8][NH:7][N:6]=1)([CH3:3])[CH3:2].[CH2:10]([N:13]([CH2:17][CH:18]=[CH2:19])[C:14](Cl)=[O:15])[CH:11]=[CH2:12].O1CCCC1>C(N(CC)CC)C>[CH2:10]([N:13]([CH2:17][CH:18]=[CH2:19])[C:14]([N:7]1[CH:8]=[N:9][C:5]([S:4][CH:1]([CH3:3])[CH3:2])=[N:6]1)=[O:15])[CH:11]=[CH2:12]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3449313Diallylcarbamyl chlorideHCID 178460805HCID 178460805, compound

Product 1

HCID 20354956HCID 20354956, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5.75 g. 3-isopropylthio-1,2,4-triazole, 6.8 g. diallylcarbamoyl chloride, 25 ml. dry tetrahydrofuran and 8 ml. dry triethylamine was refluxed under anhydrous conditions for 2.5 hours. The reaction mixture was worked up as described in Example 1 to produce an oily residue which was distilled under reduced pressure to give 1-diallylcarbamoyl-3-isopropylthio-1,2,4-triazole, b.p. 133° C./0.4 mm. - 144° C./0.9 mm. (97.2% 1-isomer by GLC assay). Elemental analysis satisfactory.

Workup

  1. additionA mixture of 5.75 g
  2. customto produce an oily residue which
  3. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-3689b9abafaa49fd934858c1905e7022
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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