Hydrazine hydrate (1:1) → 6-Bromo-4-quinazolinecarboxylic acid hydrazide

HRID 1792500Notes

Reaction equation

HRID 1792500 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[C:12]([O:14]C)=O.O.[NH2:17][NH2:18]>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[C:12]([NH:17][NH2:18])=[O:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22031300Methyl 6-bromoquinazoline-4-carboxylate

Product 1

HCID 235376576-Bromo-4-quinazolinecarboxylic acid hydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 961 mg methyl 6-bromoquinazoline-4-carboxylate (compound in Production Example 413), 0.9 mL hydrazine monohydrate and 70 mL methanol was stirred at room temperature for 30 minutes, and the precipitated crystals were collected by filtration. The filtrate was evaporated to give additional crystals. The title compound, 838 mg in total, was obtained as pale yellow crystals.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customThe filtrate was evaporated
  3. customto give additional crystals

Sources & evidence

ORD record
ord-b96e73a1e56e4329afd9d3fefcac5524
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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