Triethylamine → HCID 20355088, compound

HRID 371596Notes

Reaction equation

HRID 371596 reaction equation
[CH2:1]([S:4][C:5]1[N:9]=[CH:8][NH:7][N:6]=1)[CH:2]=[CH2:3].SC1N=CNN=1.[CH2:16]([N:19]([CH2:23][CH:24]=[CH2:25])[C:20](Cl)=[O:21])[CH:17]=[CH2:18].C(N(CC)CC)C>O1CCCC1>[CH2:16]([N:19]([CH2:23][CH:24]=[CH2:25])[C:20]([N:7]1[CH:8]=[N:9][C:5]([S:4][CH2:1][CH:2]=[CH2:3])=[N:6]1)=[O:21])[CH:17]=[CH2:18]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 3449313Diallylcarbamyl chlorideHCID 178460804HCID 178460804, compoundHCID 178527894HCID 178527894, compound

Product 1

HCID 20355088HCID 20355088, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7.1 g. 3-allylthio-1,2,4-triazole, (m.p. 27° - 30° C., prepared from 3-mercapto-1,2,4-triazole in an analogous manner to that described in Example 1), 8.0 g. diallylcarbamoyl chloride, 7.5 ml. dry triethylamine and 100 ml. dry tetrahydrofuran was refluxed under anhydrous conditions for 48 hours. The reaction mixture was worked up as described in Example 1 to give 1-diallylcarbamoyl-3-allylthio-1,2,4-triazole, b.p. 120° - 122° C./0.1 mm. (95.2% 1-isomer by GLC assay).

Workup

  1. additionA mixture of 7.1 g

Sources & evidence

ORD record
ord-85b3bfa7829f4907a9f1551838f855d2
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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