Ethylamine → 6-(Ethylamino)pyridine-3-carboxylic acid

HRID 1455970Notes

Reaction equation

HRID 1455970 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[CH2:11]([NH2:13])[CH3:12]>>[CH2:11]([NH:13][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1)[CH3:12]

Participants

3

Reactant 2

HCID 6341EthylamineHCID 792226-Chloronicotinic acid

Product 1

HCID 117449946-(Ethylamino)pyridine-3-carboxylic acidYield 84%

Conditions

Temperature
170 °C

Procedure

6--Chloronicotinic acid (100 g, 0.63 mol) was treated with ethylamine (70% in water, 500 ml). The reaction was sealed in an autoclave and heated to 170° C. for 6 hours. The reaction mixture was evaporated, partially neutralised with concentrated HCl and the pH adjusted to pH5 with galcial acetic acid. The solid product was filtered off and dried in vacuo for 18 hours to give 6-(ethylamino)nicotinic acid (87.8 g, 84%).

Workup

  1. customThe reaction was sealed in an autoclave
  2. customThe reaction mixture was evaporated
  3. filtrationThe solid product was filtered off
  4. customdried in vacuo for 18 hours

Sources & evidence

ORD record
ord-5a8f36a83e7a45c1af7568686360ac4b
Source dataset
uspto-grants-1998_12
Patent number
US05843942

Reaction notes

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