Hydrazine → Pyrazine-2-Carboxylic Acid Hydrazide

HRID 1278563Notes

Reaction equation

HRID 1278563 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([O:9]C)=O.[NH2:11][NH2:12]>CO>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([NH:11][NH2:12])=[O:9]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 72662Methyl pyrazinoate

Product 1

HCID 258796Pyrazine-2-Carboxylic Acid Hydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the product from Example 1 step c) (22 g, 159 mmol) in methanol (250 ml) was slowly added hydrazine monhydrate (36.6 ml, 710 mmol). The reaction mixture was stirred for 1.5 h. The precipitate produced was filtered, washed with diethyl ether and dried in the oven at 80° C. to give the required product (30 g). 1H NMR (250 MHz, DMSO) δ 4.66 (2H, broad peak), 8.66 (1H, m), 8.84 (1H, d, J=2.5 Hz), 9.13 (1H, d, J=2.5 Hz), 10.15 (1H, broad peak); MS (ES+) m/e 139 [MH+].

Workup

  1. customThe precipitate produced
  2. filtrationwas filtered
  3. washwashed with diethyl ether
  4. customdried in the oven at 80° C.

Sources & evidence

ORD record
ord-9c3a7c642b6c4b7bb027e3a28e9f91d9
Source dataset
uspto-grants-2002_09
Patent number
US06444666B1

Reaction notes

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