Water → 1-(5-Chloropyridin-2-yl)piperazine

HRID 849490Notes

Reaction equation

HRID 849490 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.O>CN(C)C(=O)C>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 276852,5-Dichloropyridine

Product 1

HCID 38053011-(5-Chloropyridin-2-yl)piperazineYield 50.2%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following the general procedure of Example 33, Step 1, and making noncritical variations, 2,5-dichloropyridine (Aldrich; 5.10 g), piperazine (14.8 g), water (50 mL), and N,N-dimethylacetamide (2 mL) give 3.42 g of 1-(5-chloropyridin-2-yl)piperazine; mp 92-107° C.; IR 1480, 1244, 1390, 1589, 815 cm-1 ; 1H NMR (CDCl3) δ 2.98, 3.47, 6.58, 7.42, 8.11.

Sources & evidence

ORD record
ord-6e10f499db92499980071410eeb1ec39
Source dataset
uspto-grants-2000_01
Patent number
US06013654

Reaction notes

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