4-Aminopyridine → HCID 12875491, compound

HRID 2286682Notes

Reaction equation

HRID 2286682 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[Br:8][CH:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(#N)C>[Br-:8].[NH2:1][C:2]1[CH:7]=[CH:6][N+:5]([CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 17274-AminopyridineHCID 236603Bromodiphenylmethane

Product 1

HCID 12875491HCID 12875491, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 38 parts of 4-aminopyridine, 100 parts of bromodiphenylmethane and 500 parts by volume of acetonitrile is heated at reflux temperature for about three hours with stirring. The reaction mixture is filtered, the solid obtained washed with 125 parts by volume of hot acetonitrile and air-dried overnight at room temperature. The obtained solid is recrystallized from 500 parts by volume of ethanol to yield 4-amino-1-(diphenylmethyl)pyridinium bromide, as a colorless crystalline solid melting at about 260°-262° C. This compound has the following formula. ##STR19##

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for about three hours
  3. filtrationThe reaction mixture is filtered
  4. customthe solid obtained
  5. washwashed with 125 parts by volume of hot acetonitrile
  6. customair-dried overnight at room temperature
  7. customThe obtained solid is recrystallized from 500 parts by volume of ethanol

Sources & evidence

ORD record
ord-ffc50efe4cf947c0afe3360fa558539f
Source dataset
uspto-grants-1981_05
Patent number
US04267318

Reaction notes

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