Hydrochloric Acid → 5-(6-Ethoxycarbonylhexyl)-1-(3-oxo-octyl)hydantoin
Reaction equation
[O:1]=[C:2]([CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:3][CH2:4][NH:5][CH:6]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:7]([O:9]CC)=O.[O-:28][C:29]#[N:30].[K+].Cl>>[CH2:21]([O:20][C:18]([CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH:6]1[N:5]([CH2:4][CH2:3][C:2](=[O:1])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:29](=[O:28])[NH:30][C:7]1=[O:9])=[O:19])[CH3:22]Participants
4
Procedure
Diethyl 2-(3-oxooctylamino)nonanedioate (7.7 g) prepared by the method described in Example 1B was treated with potassium cyanate and hydrochloric acid to give 5-(6-ethoxycarbonylhexyl)-1-(3-oxo-octyl)hydantoin. Hydrolysis of this ester using sodium hydroxide solution gave 5-(6-carboxyhexyl)-1-(3-oxooctyl)hydantoin as a viscous oil, which crystallised to a low-melting solid.
Sources & evidence
- ORD record
- ord-0521267a66a14f30815235658b71019a
- Source dataset
- uspto-grants-1980_05
- Patent number
- US04204068
Reaction notes
Loading…