Benzoylhydrazine → 2-benzoyl-N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenyl)hydrazinecarbothioamide

HRID 2061196Notes

Reaction equation

HRID 2061196 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:23])=[C:8]([C:10]2[C:11](=[O:22])[N:12]([CH3:21])[C:13]3[C:18]([CH:19]=2)=[CH:17][N:16]=[C:15]([CH3:20])[CH:14]=3)[CH:9]=1)=[C:2]=[S:3].[C:24]([NH:32][NH2:33])(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CCO>[C:24]([NH:32][NH:33][C:2](=[S:3])[NH:1][C:4]1[CH:5]=[CH:6][C:7]([CH3:23])=[C:8]([C:10]2[C:11](=[O:22])[N:12]([CH3:21])[C:13]3[C:18]([CH:19]=2)=[CH:17][N:16]=[C:15]([CH3:20])[CH:14]=3)[CH:9]=1)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 11955BenzoylhydrazineHCID 583690043-(5-isothiocyanato-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-one

Product 1

HCID 866561552-benzoyl-N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenyl)hydrazinecarbothioamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 19 (50 mg, 0.16 mmol) in EtOH (1.0 mL), benzohydrazide (26 mg, 0.19 mmol) was added and stirred at rt for 2 h. The solvent was removed under vacuum to yield crude 2-benzoyl-N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenyl)hydrazinecarbothioamide, which was used without purification. MS m/z 458.2 (M+1).

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-af5156f3b09e4fb7bf1cd9ffd509dd24
Source dataset
uspto-grants-2012_10
Patent number
US08278452B2

Reaction notes

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