Diethyl Oxalate → HCID 178468981, compound

HRID 872779Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8](=O)[CH3:9])[CH2:3][CH2:2]1.[Na].[C:12](OCC)(=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14].Cl.[NH2:23][NH2:24]>>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:9]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[NH:24][N:23]=2)[CH2:3][CH2:2]1

Participants

Reactant 4

HCID 7268Diethyl Oxalate

HCID 115031Hydrazinium chloride

HCID 5360545Sodium

HCID 110299481-(4-Morpholinyl)acetone

Product 1

HCID 178468981HCID 178468981, compoundYield 18%

Procedure

The title compound was prepared from 1-morpholinopropan-2-one (4.192 g, 29.3 mmol), Sodium (0.43 g, 29.3 mmol), diethyl oxalate (4.28 g, 29.3 mmol) and hydrazine hydrochloride (2 g, 29.3 mmol) using the method of Example 225(a). Yield 18%. 1H NMR (400 MHz; CDCl3): δ 1.39 (t, 3H), 2.48 (m, 4H), 3.60 (d, 2H), 3.71 (m, 4H), 4.38 (q, 2H), 6.74 (s, 1H).

Sources & evidence

ORD record: ord-a13d822fdd15448f824e0f1252dc5ae0
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08975254B2

Reaction notes

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