Methyl hydrazidodicarboxylate → Bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) Hydrazine-1,2-dicarboxylate

HRID 742611Notes

Reaction equation

HRID 742611 reaction equation
[CH:1]1([O:7][N:8]2[C:13]([CH3:15])([CH3:14])[CH2:12][CH:11]([OH:16])[CH2:10][C:9]2([CH3:18])[CH3:17])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:19]([C:25]([O:27]C)=O)[NH:20][C:21]([O:23][CH3:24])=[O:22]>CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].[Ti+4]>[NH:20]([C:21]([O:23][CH:24]1[CH2:15][C:13]([CH3:12])([CH3:14])[N:8]([O:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:9]([CH3:18])([CH3:17])[CH2:10]1)=[O:22])[NH:19][C:25]([O:16][CH:11]1[CH2:10][C:9]([CH3:18])([CH3:17])[N:8]([O:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[C:13]([CH3:14])([CH3:15])[CH2:12]1)=[O:27]

Participants

4

Reactant 2

HCID 265934Methyl hydrazidodicarboxylateHCID 113228111-Cyclohexyloxy-2,2,6,6-tetramethyl-piperidin-4-ol

Product 1

HCID 54341087Bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) Hydrazine-1,2-dicarboxylateYield 54.5%

Reagents, catalysts & solvents 1

HCID 21801Titanium tetrabutoxideCatalyst

Procedure

The procedure of Example 1 is repeated using 24.1 g of 1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-ol, 6.67 g of dimethyl hydrazine-1,2-dicarboxylate and 1.5 g of tetrabutyl titanate to afford 14.6 g of the title compound as a white solid; mp 150°-152° C.

Sources & evidence

ORD record
ord-bf7429b0e0e14d2e83963d309580c164
Source dataset
uspto-grants-1996_09
Patent number
US05554754

Reaction notes

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