4-Chlorobenzylamine → Nicotinic acid, 2-(p-chlorobenzylamino)-

HRID 1459449Notes

Reaction equation

HRID 1459449 reaction equation
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH2:17])=[CH:14][CH:13]=1>>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH:17][C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 660364-ChlorobenzylamineHCID 762582-Chloronicotinic acid

Product 1

HCID 214597Nicotinic acid, 2-(p-chlorobenzylamino)-

Conditions

Temperature
120 °C

Procedure

A mixture of 2-chloronicotinic acid (30.0 g) and 4-chlorobenzylamine (45 ml) was heated at 120° C. for 3.5 hours. The mixture was cooled to ambient temperature and the solid obtained was washed with water and collected by filtration. The solid was boiled in methanol and filtered to give 2-(4-chlorobenzylamino)-nicotinic acid, m.p. 240°-242° C.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. customthe solid obtained
  3. washwas washed with water
  4. filtrationcollected by filtration
  5. filtrationfiltered

Sources & evidence

ORD record
ord-ec2ac6cea6f04b0d807284ac0a9c537e
Source dataset
uspto-grants-1998_12
Patent number
US05854257

Reaction notes

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