Methyl Isocyanate → 5-(6-Ethoxycarbonylhexyl)-3-methyl-1-(3-oxooctyl)hydantoin

HRID 1153824Notes

Reaction equation

HRID 1153824 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.[CH3:28][N:29]=[C:30]=[O:31]>>[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:30](=[O:31])[N:29]([CH3:28])[C:7]1=[O:9])=[O:19])[CH3:22]

Participants

3

Reactant 2

HCID 12228Methyl IsocyanateHCID 20436872Diethyl 2-(3-oxooctylamino)nonanedioate

Product 1

HCID 204370045-(6-Ethoxycarbonylhexyl)-3-methyl-1-(3-oxooctyl)hydantoin

Procedure

Diethyl 2-((3-oxooctyl)amino)nonanedioate was allowed to react with methyl isocyanate as described in Example 89 to give 5-(6-ethoxycarbonylhexyl)-3-methyl-1-(3-oxooctyl)hydantoin, which was hydrolysed to 5-(6-carboxyhexyl)-3-methyl-1-(3-oxooctyl)hydantoin, a colourless oil.

Sources & evidence

ORD record
ord-e71ca3d808454ec4a50b75b5f80e6851
Source dataset
uspto-grants-1984_12
Patent number
US04486443

Reaction notes

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