Hydrazine hydrate (1:1) → 3-Amino-6-bromopyrazine-2-carbohydrazide

HRID 1959373Notes

Reaction equation

HRID 1959373 reaction equation
[NH2:1][C:2]1[C:3]([C:9]([O:11]C)=O)=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.O.[NH2:14][NH2:15]>O>[NH2:1][C:2]1[C:3]([C:9]([NH:14][NH2:15])=[O:11])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 227251Methyl 3-Amino-6-bromopyrazine-2-carboxylate

Product 1

HCID 580702563-Amino-6-bromopyrazine-2-carbohydrazideYield 100.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (5 g, 21.55 mmol) and hydrazine hydrate (5.397 g, 5.245 mL, 107.8 mmol) were heated to 100° C. for 1.5 hours. Water was added and the product collected by filtration, washed with methanol and dried to give 3-amino-6-bromo-pyrazine-2-carbohydrazide as a yellow solid (5.02 g, 100.4% Yield). MS (ES+) 233.78

Workup

  1. filtrationthe product collected by filtration
  2. washwashed with methanol
  3. customdried

Sources & evidence

ORD record
ord-2ba0f6b4c36541b3952b58e950d8cc34
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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