Dimethylformamide → HCID 19349439, compound

HRID 2107761Notes

Reaction equation

HRID 2107761 reaction equation
Cl[CH:2]([C:4]1[CH:5]=[C:6]([C:15]([CH3:19])([CH3:18])[C:16]#[N:17])[CH:7]=[C:8]([C:10]([CH3:14])([CH3:13])[C:11]#[N:12])[CH:9]=1)[CH3:3].N1C=[CH:23][N:22]=[N:21]1.[Na].[CH3:26][N:27](C)C=O>O>[N:22]1([CH:2]([C:4]2[CH:5]=[C:6]([C:15]([CH3:19])([CH3:18])[C:16]#[N:17])[CH:7]=[C:8]([C:10]([CH3:14])([CH3:13])[C:11]#[N:12])[CH:9]=2)[CH3:3])[CH:23]=[N:27][CH:26]=[N:21]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 19349417HCID 19349417, compoundHCID 178507080HCID 178507080, compound

Product 1

HCID 19349439HCID 19349439, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,2'-[5-(1-chloroethyl)-1,3-phenylene)di(2-methylpropiononitrile), (0.35 g), sodium triazole (0.25 g) and dimethylformamide (3 ml) was stirred at room temperature for 18 h, then water (20 ml) was added and the mixture was extracted twice with ethyl acetate. The extracts were combined and evaporated to dryness, and the residue was purified by flash column chromatography, eluting with ethyl acetate, to give 2,2'-[5-(1-[1H-1,2,4-triazol-1-yl]ethyl)-1,3-phenylene]di(2-methylpropiononitrile), crystallised as the hydrochloride from acetone, mp. 168°-170°.

Workup

  1. extractionthe mixture was extracted twice with ethyl acetate
  2. customevaporated to dryness
  3. customthe residue was purified by flash column chromatography
  4. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-bd51006c1770439da794d6c38918a3aa
Source dataset
uspto-grants-1990_06
Patent number
US04935437

Reaction notes

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