Diethylcarbamoyl chloride → HCID 20354992, compound

HRID 371587Notes

Reaction equation

HRID 371587 reaction equation
[CH2:1]([S:3][C:4]1[N:8]=[CH:7][NH:6][N:5]=1)[CH3:2].[CH2:9]([N:11]([CH2:15][CH3:16])[C:12](Cl)=[O:13])[CH3:10].O1CCCC1.C(N(CC)CC)C>CCOCC>[CH2:9]([N:11]([CH2:15][CH3:16])[C:12]([N:6]1[CH:7]=[N:8][C:4]([S:3][CH2:1][CH3:2])=[N:5]1)=[O:13])[CH3:10]

Participants

6

Reactant 4

HCID 6916Diethylcarbamoyl chlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 178477350HCID 178477350, compound

Product 1

HCID 20354992HCID 20354992, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 6.45 g. 3-ethylthio-1,2,4-triazole, 7.5 g. diethylcarbamoyl chloride, 40 ml. dry tetrahydrofuran and 7.75 ml. dry triethylamine was refluxed under anhydrous conditions for 22 hours. The reaction mixture was worked up as described in Example 1, using ether in place of methylene dichloride, to give a residual oil. This oil was distilled under reduced pressure to give 1-diethylcarbamoyl-3-ethylthio-1,2,4-triazole, b.p. 110° - 111° C./0.2 mm. (93.6% 1-isomer by GLC assay). Elemental analysis satisfactory.

Workup

  1. additionA mixture of 6.45 g
  2. customto give a residual oil
  3. distillationThis oil was distilled under reduced pressure

Sources & evidence

ORD record
ord-769b4531b7d6442eb8515ccf638d2f61
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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