Dimethylformamide → HCID 19349439, compound

HRID 1636799Notes

Reaction equation

HRID 1636799 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-methylpropiono nitrile), 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-5cabfb0df184408785bc6a907147aee1
Source dataset
uspto-grants-2000_03
Patent number
USRE036617

Reaction notes

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