Hydrazine hydrate (1:1) → HCID 13243689, compound

HRID 597352Notes

Reaction equation

HRID 597352 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:16][CH:17]=O)=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8].O.[NH2:20][NH2:21]>CO>[NH2:20][N:21]1[C:7]([OH:8])([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[C:6]2[C:5](=[CH:4][CH:3]=[C:2]([Br:1])[CH:15]=2)[N:16]=[CH:17]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15585267HCID 15585267, compound

Product 1

HCID 13243689HCID 13243689, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 11.2 g. of the 2-(5-bromo-2-formamidobenzoyl)pyridine prepared in the experiment (a) in 50 ml. of methanol is added 10 ml. of hydrazine hydrate (100 %). The resulting mixture is heated at 60° C for several minutes and thereafter left to stand at room temperature for 5 hours. The resulting precipitate is collected by filtration and washed with methanol and ether and dried to give 3-amino-6-bromo-4-hydroxy-4-(2-pyridyl)-3,4-dihydroquinazoline as colorless granules melting at 185° to 187° C. (decomposition).

Workup

  1. waitleft
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with methanol and ether
  4. customdried

Sources & evidence

ORD record
ord-936d891f58c7451c8363abd3effa5406
Source dataset
uspto-grants-1977_03
Patent number
US04013763

Reaction notes

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