Ethylamine → 6-(Ethylamino)pyridine-3-carboxylic acid
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
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 neutralized with concentrated HCl and the pH adjusted to pH 5 with glacial 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
- customThe reaction was sealed in an autoclave
- customThe reaction mixture was evaporated
- filtrationThe solid product was filtered off
- customdried in vacuo for 18 hours
Sources & evidence
- ORD record
- ord-f1efec8f3cf54f1b93ff65911713d602
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06365603B1
Reaction notes
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