Iodoethane → 1-Ethyl-2-[2-(2-formamidophenyl)ethyl]pyridin-1-ium iodide

HRID 1579357Notes

Reaction equation

HRID 1579357 reaction equation
[CH:1]([NH:3][C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=[O:2].[I:18][CH2:19][CH3:20]>CC#N>[I-:18].[CH2:19]([N+:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][CH2:6][C:5]1[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=1[NH:3][CH:1]=[O:2])[CH3:20]

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 20559958HCID 20559958, compound

Product 1

HCID 205600501-Ethyl-2-[2-(2-formamidophenyl)ethyl]pyridin-1-ium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-(o-formamidophenethyl)pyridine (36.1 g., 0.159 mole) and iodoethane (30.0 g., 0.191 mole) in CH3CN (450 ml.) heated at reflux for 18 hr., cooled and diluted to incipient turbidity provides 1-ethyl-2-(o-formamidophenethyl)pyridinium iodide, yield, 44.8 g. (74%), m.p. 155°-157°C.

Workup

  1. temperatureat reflux for 18 hr
  2. temperature, cooled
  3. additiondiluted

Sources & evidence

ORD record
ord-30185de2a9ba46b4b79d564da43d65ea
Source dataset
uspto-grants-1976_01
Patent number
US03931195

Reaction notes

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