2-(3,4-Dimethoxyphenyl)acetohydrazide → HCID 178489916, compound

HRID 1158629Notes

Reaction equation

HRID 1158629 reaction equation
[OH:1][C:2]1[C:3]([C:12]#[N:13])=[N:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH2:24][C:25]([NH:27][NH2:28])=O)[CH:19]=[CH:20][C:21]=1[O:22][CH3:23]>>[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:24][C:25]1[NH:13][C:12]([C:3]2[C:2]([OH:1])=[C:11]3[C:6]([CH:7]=[CH:8][CH:9]=[N:10]3)=[CH:5][N:4]=2)=[N:28][N:27]=1

Participants

3

Reactant 2

HCID 2824822-(3,4-Dimethoxyphenyl)acetohydrazideHCID 595135008-Hydroxy-1,6-naphthyridine-7-carbonitrile

Product 1

HCID 178489916HCID 178489916, compound

Procedure

The title compound was prepared in a similar manner to that described in example 1 from of 8-hydroxy-1,6-naphthyridine-7-carbonitrile (50 mg, 0.29 mmol) and 2-(3,4-dimethoxyphenyl)acetic hydrazide (315 mg, 1.5 mmol) as a yellow solid (36 mg, 34%). 1H NMR (CDCl3): δ 9.19 (m, 1 H), 8.93 (s, 1 H), 8.32 (d, J=8.4 Hz, 1 H), 7.63 (m, 1 H), 6.98-6.95 (m, 2 H), 6.82 (d, J=8.0 Hz, 1 H), 4.19 (s, 2 H), 3.88 (s, 3 H), 3.85 (s, 3 H); MS m/z 364 (M+1).

Sources & evidence

ORD record
ord-1fc80168020a479fa0567a7e80e726d9
Source dataset
uspto-grants-2010_10
Patent number
US07812016B2

Reaction notes

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