Water → HCID 19756483, compound

HRID 1587766Notes

Reaction equation

HRID 1587766 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[OH-].[Na+].[C:8]([C:10]([C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)([CH2:13][CH3:14])[CH2:11]Br)#[N:9].O>CS(C)=O>[C:8]([C:10]([C:15]1[CH:16]=[CH:17][C:18]([Br:21])=[CH:19][CH:20]=1)([CH2:13][CH3:14])[CH2:11][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)#[N:9]

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 14798Sodium HydroxideHCID 19756481HCID 19756481, compound

Product 1

HCID 19756483HCID 19756483, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

2.2 g (0.032 Mol ) of 1,2,4-triazole and 1.3 g (0.032 mol) pulverised NaOH in 30 ml of dimethylsulfoxide are heated at 110°. To this mixture are added, within a few minutes, at 110° a solution of 2-cyano-2-(4-bromophenyl)butylbromide in 10 mol of dimethylsulfoxide. The reaction mixture is stirred at 110° for another 90 minutes, poured into 600 ml of water and extracted several times with diethylether. The united ether phases are washed with water and dried with magnesiumsulfate. Thereafter the ether is evaporated at the water jet and residues of dimethylsulfoxide at high vacuum to give the title compound (solid; m.p. 68°-70°, Rf=0.45 employing CH2Cl2 /CH3OH 95:5 as eluant).

Workup

  1. temperatureare heated at 110°
  2. extractionextracted several times with diethylether
  3. washThe united ether phases are washed with water
  4. dry with materialdried with magnesiumsulfate
  5. customThereafter the ether is evaporated at the water jet and residues of dimethylsulfoxide at high vacuum

Sources & evidence

ORD record
ord-5327a9e624c74f16b921e9e51947b381
Source dataset
uspto-grants-1993_06
Patent number
US05219876

Reaction notes

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