Hydrazine hydrate (1:1) → N-(1-(3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)ethyl)acetamide

HRID 1368285Notes

Reaction equation

HRID 1368285 reaction equation
Cl.[CH2:2]([O:4][C:5]1[CH:6]=[C:7]([CH2:13][C:14]([NH2:16])=[NH:15])[CH:8]=[CH:9][C:10]=1[O:11][CH3:12])C.O.[NH2:18]N.[C:20]([NH:23][CH:24]([CH3:32])[C:25](=O)[C:26](OCC)=[O:27])(=[O:22])[CH3:21]>>[CH3:2][O:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH2:13][C:14]1[NH:16][C:26](=[O:27])[C:25]([CH:24]([NH:23][C:20](=[O:22])[CH3:21])[CH3:32])=[N:18][N:15]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 185198052-(3-Ethoxy-4-methoxyphenyl)ethanamidine hydrochlorideHCID 22245807Ethyl 3-acetamido-2-oxobutanoate

Product 1

HCID 135697918N-(1-(3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)ethyl)acetamide

Procedure

Analogously to Example 10A, 979 mg (4.00 mmol) of 2-(3-ethoxy-4-methoxyphenyl)ethanamidine hydrochloride are reacted with 200 mg (4.00 mmol) of hydrazine hydrate and 1.12 g (6.00 mmol) of ethyl 3-(acetylamino)-2-oxobutanoate to give N-{1-[3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}acetamide.

Sources & evidence

ORD record
ord-5810f58918074b2db1044e5fdb5852b0
Source dataset
uspto-grants-2003_06
Patent number
US06573263B2

Reaction notes

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