Tetrahydrofuran → HCID 20355131, compound

HRID 1606050Notes

Reaction equation

HRID 1606050 reaction equation
[CH2:1]([S:6][C:7]1[N:11]=[CH:10][NH:9][N:8]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:12]([N:15]([CH2:19][CH:20]=[CH2:21])[C:16](Cl)=[O:17])[CH:13]=[CH2:14].O1CCCC1.C(N(CC)CC)C>CCOCC>[CH2:12]([N:15]([CH2:19][CH:20]=[CH2:21])[C:16]([N:9]1[CH:10]=[N:11][C:7]([S:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[N:8]1)=[O:17])[CH:13]=[CH2:14]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 3449313Diallylcarbamyl chlorideHCID 178447699HCID 178447699, compound

Product 1

HCID 20355131HCID 20355131, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 9.5 g. 3-n-pentylthio-1,2,4-triazole, 8.07 g. diallylcarbamoyl chloride, 100 ml. dry tetrahydrofuran and 8 ml. dry triethylamine was refluxed under anhydrous conditions for 68 hours. The reaction mixture was worked up as described in Example 1, using ether in place of methylene dichloride, to produce an oil which was distilled under reduced pressure to give 1-diallylcarbamoyl-3-n-pentylthio-1,2,4-triazole, b.p. 135°C./0.1 mm. (90.6% 1-isomer by GLC assay). Elemental analysis satisfactory.

Workup

  1. additionA mixture of 9.5 g
  2. customto produce an oil which
  3. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-c0a828b511dc4f1ca0741b32ca9cc291
Source dataset
uspto-grants-1976_04
Patent number
US03952001

Reaction notes

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