Tetrahydrofuran → HCID 20355147, compound

HRID 371586Notes

Reaction equation

HRID 371586 reaction equation
[CH:1]([S:5]([C:8]1[N:12]=[CH:11][NH:10][N:9]=1)(=[O:7])=[O:6])([CH2:3][CH3:4])[CH3:2].[CH2:13]([N:16]([CH2:20][CH2:21][CH3:22])[C:17](Cl)=[O:18])[CH2:14][CH3:15].O1CCCC1>C(N(CC)CC)C>[CH2:13]([N:16]([CH2:20][CH2:21][CH3:22])[C:17]([N:10]1[CH:11]=[N:12][C:8]([S:5]([CH:1]([CH2:3][CH3:4])[CH3:2])(=[O:6])=[O:7])=[N:9]1)=[O:18])[CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3015348Dipropylcarbamoyl chlorideHCID 178455594HCID 178455594, compound

Product 1

HCID 20355147HCID 20355147, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 9.5 g. 3-sec.butylsulphonyl-1,2,4-triazole, 8.2 g. dipropylcarbamoyl chloride, 50 ml. dry tetrahydrofuran and 7.5 ml. dry triethylamine was refluxed under anhydrous conditions for 2 hours. The reaction mixture was worked up as described in Example 1 to produce a solid product which was recrystallized from a mixture of toluene and petroleum ether (b.p. 60° - 80° C.) to give 1-dipropylcarbamoyl-3-sec.butylsulphonyl-1,2,4-triazole, m.p. 80° - 81° C. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 9.5 g
  2. customto produce a solid product which
  3. customwas recrystallized from a mixture of toluene and petroleum ether (b.p. 60° - 80° C.)

Sources & evidence

ORD record
ord-09714ce78c0447f69ce6af66d8cdef45
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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