Ethyl bromoacetate → Diethyl 2-amino-6-[(2-oxo-2-ethoxy-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate

HRID 1954342Notes

Reaction equation

HRID 1954342 reaction equation
[Na].[NH2:2][C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:18][C:19](=[O:22])[NH:20][OH:21])[CH:9]=[CH:10]2)[C:4]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24].Br[CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31]>>[NH2:2][C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:18][C:19](=[O:22])[NH:20][O:21][CH2:29][C:30](=[O:31])[O:32][CH2:33][CH3:34])[CH:9]=[CH:10]2)[C:4]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

3

Reactant 2

HCID 7748Ethyl bromoacetateHCID 86755843Diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium

Product 1

HCID 15411824Diethyl 2-amino-6-[(2-oxo-2-ethoxy-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylateYield 24%

Procedure

In an analogous manner to that described in Example 1, from diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium and ethyl bromoacetate the title compound is obtained in 24% yield as a wax.

Sources & evidence

ORD record
ord-b2b307f2c69048db8b30084f9a752201
Source dataset
uspto-grants-2000_09
Patent number
US06121322

Reaction notes

Loading…