Benzylamine → 2-(Benzylamino)nicotinic acid

HRID 1459448Notes

Reaction equation

HRID 1459448 reaction equation
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:11]([NH2:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:11]([NH:18][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 762582-Chloronicotinic acid

Product 1

HCID 2145962-(Benzylamino)nicotinic acid

Conditions

Temperature
130 °C

Procedure

A mixture of 2-chloronicotinic acid (10.0 g) and benzylamine (13.34 ml) was heated at 130° C. for 2 hours. The mixture was cooled and the resulting solid was broken up, triturated with water, acidified to pH 6 and filtered. The solid obtained was boiled up in IMS (200 ml), cooled and filtered to give 2-benzylaminonicotinic acid, m.p. 223°-225° C.

Workup

  1. temperatureThe mixture was cooled
  2. customtriturated with water
  3. filtrationfiltered
  4. customThe solid obtained
  5. temperaturecooled
  6. filtrationfiltered

Sources & evidence

ORD record
ord-162d9bb39183430688f2c4bf16091d8e
Source dataset
uspto-grants-1998_12
Patent number
US05854257

Reaction notes

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