2-Chloronicotinic acid → HCID 20032014, compound

HRID 231775

Reaction equation

HRID 231775 reaction equation
[OH:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Cl[C:14]1[N:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]([OH:18])=[O:17]>O1CCOCC1>[OH:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:14]2[N:22]=[CH:21][CH:20]=[CH:19][C:15]=2[C:16]([OH:18])=[O:17])[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 762582-Chloronicotinic acidHCID 1394361-[2-(2-Hydroxyethoxy)ethyl]piperazine

Product 1

HCID 20032014HCID 20032014, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Grams 5.9 of 1-(2-hydroxyethoxyethyl)piperazine and 2.7 g of 2-chloronicotinic acid in 50 ml dioxane were refluxed for 3 days. The reaction mixture was then cooled and allowed to rest for 2 days, afterwards the solvent was removed and the residue crystallized from absolute ethanol, gave 1.1 g of 2-{4-[2-(2-hydroxy ethoxy)ethyl]piperazin-1-yl}nicotinic acid melting at 172°-174° C.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. customafterwards the solvent was removed
  3. customthe residue crystallized from absolute ethanol

Sources & evidence

ORD record
ord-3a6e8d7cf8b340888fd9d3b28157e5fc
Source dataset
uspto-grants-1989_07
Patent number
US04849422

Linked notes

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