Morpholine, 4-(chloroacetyl)- → Diethyl 2-amino-6-[(2-oxo-2-morpholin-4-yl-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate

HRID 1954341Notes

Reaction equation

HRID 1954341 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].Cl[CH2:29][C:30]([N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)=[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])[N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)[CH:9]=[CH:10]2)[C:4]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

3

Reactant 2

HCID 74040Morpholine, 4-(chloroacetyl)-HCID 86755843Diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium

Product 1

HCID 15411821Diethyl 2-amino-6-[(2-oxo-2-morpholin-4-yl-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylateYield 33%

Procedure

In an analogous manner to that described in Example 1, from diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium and N-chloroacetyl-morpholine the title compound of m.p. 196-198° C. is obtained in 33% yield.

Sources & evidence

ORD record
ord-f5f5584289d4448aaf671a4280873fb2
Source dataset
uspto-grants-2000_09
Patent number
US06121322

Reaction notes

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