Hydrazine hydrate (1:1) → HCID 67114850, compound

HRID 388819Notes

Reaction equation

HRID 388819 reaction equation
[CH:1]1([C:4](=O)[CH2:5][C:6]([CH:8]2[CH2:10][CH2:9]2)=O)[CH2:3][CH2:2]1.O.[NH2:13][NH2:14].O.CCOC(C)=O>C(O)C>[CH:1]1([C:4]2[CH:5]=[C:6]([CH:8]3[CH2:10][CH2:9]3)[NH:14][N:13]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 137807821,3-Dicyclopropylpropane-1,3-dioneHCID 22728543Water ethylacetate

Product 1

HCID 67114850HCID 67114850, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Intermediate 1 (5.3 g, 35 mmol) and hydrazine hydrate (1.8 mL, 38.3 mmol) in ethanol (20 mL) were refluxed overnight. Work-up (H2O/AcOEt) after cooling the mixture to ambient temperature gave the title compound as a brown solid. M.P.: 161-164° C. 1H-NMR (δ ppm, CDCl3, 400 MHz): 15.2 (bs, 1H), 5.65 (s, 1H), 2.16-2.09 (m, 2H), 1.18-1.14 (m, 4H), 0.98-0.94 (m, 4H). MS (m/z): 149.04 [M+H]+.

Sources & evidence

ORD record
ord-1aabd531ce154e6b93a4eb64c0303b49
Source dataset
uspto-grants-2013_02
Patent number
US08377970B2

Reaction notes

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