Hydrazine → HCID 86721316, compound

HRID 1777075Notes

Reaction equation

HRID 1777075 reaction equation
[NH2:1][NH2:2].[CH3:3][N:4]1[CH2:9][CH2:8][N:7]([S:10]([C:13]2[CH:14]=[N:15][CH:16]=[C:17]([CH:22]=2)[C:18](OC)=[O:19])(=[O:12])=[O:11])[CH2:6][CH2:5]1>CO>[CH3:3][N:4]1[CH2:9][CH2:8][N:7]([S:10]([C:13]2[CH:14]=[N:15][CH:16]=[C:17]([CH:22]=2)[C:18]([NH:1][NH2:2])=[O:19])(=[O:12])=[O:11])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86721317HCID 86721317, compound

Product 1

HCID 86721316HCID 86721316, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine (11.78 mg, 0.367 mmol) was added to the methyl 5-((4-methylpiperazin-1-yl)sulfonyl)nicotinate (55 mg, 0.184 mmol) in methanol (10 mL) and refluxed for overnight. The reaction was monitored by TLC, after completion of the reaction, Solvent was removed by vacuum and then compound was purified by column chromatography (3% methanol/DCM) afforded the title compound 5-((4-methylpiperazin-1-yl)sulfonyl)nicotinohydrazide (45 mg, 0.147 mmol, 80% yield) as a solid. 1HNMR (400 MHz, CDCl3): δ 9.07 (s, 1H), 9.02 (s, 1H), 8.33 (s, 1H), 7.46 (bs, 1H), 4.09 (bs, 2H), 3.05 (m, 4H), 2.43 (m, 4H), 2.21 (s, 3H). ESI-MS: 300.1 [M+H]+

Workup

  1. temperaturerefluxed for overnight
  2. customafter completion of the reaction, Solvent
  3. customwas removed by vacuum
  4. customcompound was purified by column chromatography (3% methanol/DCM)

Sources & evidence

ORD record
ord-3c9452081bdd4313813d61bdf1a33f3e
Source dataset
uspto-grants-2016_02
Patent number
US09266838B2

Reaction notes

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