2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- → Ethyl 2-chloro-5-{3-[2-(ethoxycarbonyl)-1-methylvinyl]ureido}-benzoate

HRID 845988Notes

Reaction equation

HRID 845988 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]=[C:14]=[O:15])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH2:16]/[C:17](/[CH3:24])=[CH:18]\[C:19]([O:21][CH2:22][CH3:23])=[O:20]>>[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([NH:16][C:17]([CH3:24])=[CH:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:15])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

3

Reactant 2

HCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 14255153Ethyl 2-chloro-5-isocyanatobenzoate

Product 1

HCID 53941954Ethyl 2-chloro-5-{3-[2-(ethoxycarbonyl)-1-methylvinyl]ureido}-benzoate

Procedure

using ethyl 2-chloro-5-isocyanatobenzoate and ethyl 3-aminocrotonate there is obtained ethyl 2-chloro-5-{3-[2-(ethoxycarbonyl)-1-methylvinyl]ureido}-benzoate, using isopropyl 2-chloro-4-fluoro-5-isocyanatobenzoate and ethyl 3-aminocrotonate there is obtained isopropyl 2-chloro-4-fluoro-5-{3-[2-(ethoxycarbonyl)-1-methylvinyl]ureido}benzoate, m.p. 147°-150° C.,

Sources & evidence

ORD record
ord-53b7aff5d2414ea8b5de9f15ab77ef4f
Source dataset
uspto-grants-1988_07
Patent number
US04760163

Reaction notes

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