3-Chloropropyl(diethyl)amine → Diethyl 2-amino-6-[(3-diethylamino-propoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate

HRID 1954350Notes

Reaction equation

HRID 1954350 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].[CH2:28]([N:30]([CH2:35][CH3:36])[CH2:31][CH2:32][CH2:33]Cl)[CH3:29]>>[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][CH2:33][CH2:32][CH2:31][N:30]([CH2:35][CH3:36])[CH2:28][CH3:29])[CH:9]=[CH:10]2)[C:4]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

3

Reactant 2

HCID 669183-Chloropropyl(diethyl)amineHCID 86755843Diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium

Product 1

HCID 23296742Diethyl 2-amino-6-[(3-diethylamino-propoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylateYield 42%

Procedure

In an analogous manner to that described in Example 1, from diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium and 3-diethylamino-propyl chloride the title compound of m.p. 125-127° C. is obtained in 42% yield.

Sources & evidence

ORD record
ord-eb971362a9934788a6b631d314c7be5b
Source dataset
uspto-grants-2000_09
Patent number
US06121322

Reaction notes

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