Hydrazine hydrate (1:1) → N-{1-[3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}acetamide

HRID 1368288Notes

Reaction equation

HRID 1368288 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH2:12][C:13]([NH2:15])=[NH:14])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].O.[NH2:17]N.[C:19]([NH:22][CH:23]([CH2:31][CH3:32])[C:24](=O)[C:25](OCC)=[O:26])(=[O:21])[CH3:20]>>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:12][C:13]1[NH:15][C:25](=[O:26])[C:24]([CH:23]([NH:22][C:19](=[O:21])[CH3:20])[CH2:31][CH3:32])=[N:17][N:14]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 21935058Ethyl 3-acetamido-2-oxopentanoateHCID 222458132-(3,4-Dimethoxyphenyl)ethanimidamide hydrochloride

Product 1

HCID 135824713N-{1-[3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}acetamide

Procedure

Analogously to Example 10A, 9.75 g (42.3 mmol) of 2-(3,4-dimethoxyphenyl)ethanamidine hydrochloride are reacted with 2.54 g (50.7 mmol) of hydrazine hydrate and 12.8 g (63.4 mmol) of ethyl 3-(acetylamino)-2-oxopentanoate to give N-{1-[3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}acetamide.

Sources & evidence

ORD record
ord-7c97430ff9ee413381de076c9de2805b
Source dataset
uspto-grants-2003_06
Patent number
US06573263B2

Reaction notes

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