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 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
- 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-5a8f36a83e7a45c1af7568686360ac4b
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05843942
Reaction notes
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