Water → HCID 20355912, compound

HRID 371716Notes

Reaction equation

HRID 371716 reaction equation
Cl[CH:2]([NH:8][C:9](=[O:11])[CH3:10])[C:3]([Cl:7])([Cl:6])[CH2:4][Cl:5].[NH:12]1[CH:16]=[N:15][CH:14]=[N:13]1.C(N(CC)CC)C.O>O1CCCC1>[NH:8]([CH:2]([N:12]1[CH:16]=[N:15][CH:14]=[N:13]1)[C:3]([Cl:7])([Cl:6])[CH2:4][Cl:5])[C:9]([CH3:10])=[O:11]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 92571H-1,2,4-TriazoleHCID 20355929HCID 20355929, compound

Product 1

HCID 20355912HCID 20355912, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

3.6 gm of N-(1,2,2,3-tetrachloro-n-propyl)-acetamide were dissolved in 30 ml of tetrahydrofuran, and, while stirring, the resulting solution was added dropwise to a solution of 1.05 gm of 1,2,4-triazole and 1.8 gm of triethylamine in 20 ml of tetrahydrofuran. Subsequently, the reaction mixture was stirred for 2 hours at room temperature, then water was added, and the tetrahydrofuran was distilled off in vacuo. The oil thus obtained as a residue crystallized after some time and was recrystallized from methanol/water, yielding 2.7 gm of the compound of the formula ##STR5## having a melting point of 135° C.

Workup

  1. stirringSubsequently, the reaction mixture was stirred for 2 hours at room temperature
  2. distillationthe tetrahydrofuran was distilled off in vacuo
  3. customThe oil thus obtained as a residue
  4. customcrystallized after some time
  5. customwas recrystallized from methanol/water

Sources & evidence

ORD record
ord-cc7ba7a949c84e358933e619187a4fce
Source dataset
uspto-grants-1978_05
Patent number
US04087533

Reaction notes

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