Tetrahydrofuran → HCID 20355028, compound

HRID 1606053Notes

Reaction equation

HRID 1606053 reaction equation
[CH2:1]([S:5][C:6]1[N:10]=[CH:9][NH:8][N:7]=1)[CH:2]([CH3:4])[CH3:3].[CH2:11]([N:14]([CH2:18][CH:19]=[CH2:20])[C:15](Cl)=[O:16])[CH:12]=[CH2:13].O1CCCC1.C(N(CC)CC)C>CCOCC>[CH2:11]([N:14]([CH2:18][CH:19]=[CH2:20])[C:15]([N:8]1[CH:9]=[N:10][C:6]([S:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[N:7]1)=[O:16])[CH:12]=[CH2:13]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 3449313Diallylcarbamyl chlorideHCID 178454953HCID 178454953, compound

Product 1

HCID 20355028HCID 20355028, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 7.85 g. 3-isobutylthio-1,2,4-triazole, 10.97 g. diallylcarbamoyl chloride, 100 ml. dry tetrahydrofuran and 11 ml. dry triethylamine was refluxed under anhydrous conditions for 48 hours. The reaction mixture was worked up as described in Example 1, using ether in place of methylene dichloride. An oily residue was obtained which was distilled under reduced pressure to give 1-diallylcarbamoyl-3-isobutylthio-1,2,4-triazole, b.p. 116° - 118°C./0.5 mm. (96.0% 1-isomer by GLC assay).

Workup

  1. additionA mixture of 7.85 g
  2. customAn oily residue was obtained which
  3. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-be8444fd9e34494597518d0146cf9908
Source dataset
uspto-grants-1976_04
Patent number
US03952001

Reaction notes

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