Potassium Carbonate → HCID 20454470, compound

HRID 1462015Notes

Reaction equation

HRID 1462015 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.C(=O)([O-])[O-].[K+].[K+].[Cl:19][CH2:20][CH2:21][N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>C1(C)C(C)=CC=CC=1>[ClH:19].[ClH:19].[ClH:19].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:8][CH2:9][N:10]([CH2:20][CH2:21][N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH2:11][CH2:12]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 816691-(2-Chloroethyl)pyrrolidineHCID 944591-(2-Pyridyl)piperazine

Product 1

HCID 20454470HCID 20454470, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 12 grams; (0.074 moles) of 1-(2-pyridyl)piperazine, 10.2 grams (0.074 moles) of potassium carbonate, and N-(2-chloroethyl)pyrrolidine (10.0 grams; 0.074 moles) in 80 cc xylene is boiled for about 10 hours. After cooling, the mixture is filtered and the filtrate is evaporated under reduced pressure. The oily residue is dissolved in diethyl ether and the solution after cooling is treated with gaseous hydrochloride, thus obtaining the precipitation of the trihydrochloride salt, which is recrystallized until pure: melting point 294°-296° (from methanol); Rf=0.33 (MeOH-conc. NH4OH 97:3); I.R. (nujol), νmax: 2650, 2550, 2420, 2350, 1640, 1610, 1540, 1450, 1440, 1300, 1270, 770 cm-1.Cl- (AgNO3)-calc. % 28.76--Found % 28.85.

Workup

  1. additionA mixture of 12 grams
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered
  4. customthe filtrate is evaporated under reduced pressure
  5. dissolutionThe oily residue is dissolved in diethyl ether
  6. temperaturethe solution after cooling
  7. additionis treated with gaseous hydrochloride
  8. customthus obtaining
  9. customthe precipitation of the trihydrochloride salt, which
  10. customis recrystallized until pure: melting point 294°-296° (from methanol)

Sources & evidence

ORD record
ord-5b863f253c024e39a62460380997e5f6
Source dataset
uspto-grants-1984_07
Patent number
US04457931

Reaction notes

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