Hydrazine hydrate (1:1) → 2-Methylisonicotinic acid hydrazide

HRID 732025

Reaction equation

HRID 732025 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][N:7]=[C:6]([CH3:10])[CH:5]=1.O.[NH2:13][NH2:14]>CO>[CH3:10][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][N:7]=1)[C:3]([NH:13][NH2:14])=[O:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11542811Methyl 2-methylisonicotinate

Product 1

HCID 3225492-Methylisonicotinic acid hydrazideYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Methyl-isonicotinic acid methyl ester (316.5 mg, 2.093 mmol) was dissolved in MeOH (7 mL) under Argon and hydrazine monohydrate 98% (1 mL, 20.93 mmol) was added. The reaction was allowed to stir under Argon at room temperature for eighteen hours. The reaction was concentrated to give the title compound (271.9 mg, 86%) as a white solid. 1HNMR CDCl3 □(ppm): 8.59 (d, 1H), 7.50 (s, 1H), 7.38 (d, 1H), 3.09 (br. s, 3H), 2.60 (s, 3H).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-0abd11d243b54296b130b68d8b73c7c8
Source dataset
uspto-grants-2009_09
Patent number
US07585881B2

Linked notes

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