Phenylhydrazine → HCID 57009061, compound

HRID 2418310Notes

Reaction equation

HRID 2418310 reaction equation
Br[C:2]1(Br)[C:7]2=[N:8][C:9]3[C:14]([C:15](=[O:16])[N:6]2[CH:5]([CH3:17])[CH2:4][CH2:3]1)=[CH:13][CH:12]=[CH:11][CH:10]=3.[C:19]1([NH:25][NH2:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[C:19]1([NH:25][N:26]=[C:2]2[C:7]3=[N:8][C:9]4[C:14]([C:15](=[O:16])[N:6]3[CH:5]([CH3:17])[CH2:4][CH2:3]2)=[CH:13][CH:12]=[CH:11][CH:10]=4)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 13381265HCID 13381265, compound

Product 1

HCID 57009061HCID 57009061, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.74 g (0.01 mole) of 6,6-dibromo-9-methyl-11-oxo-6,7,8,9-tetrahydro-11H-pyrido[2,1-b)quinazoline and 4.32 g. (0.04 mole) of phenyl hydrazine are heated in 40 ml. of ethanol for 10 hours. The precipitated crystals are filtered after cooling. The filtered product is suspended in 100 ml. water containing 2.72 g. (0.02 mole), sodium acetate, filtered and washed with water. 2.4 g. (75%) orange 6-phenylhydrazono-9-methyl-11-oxo-6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazoline are obtained which after recrystallization from ethanol melts at 185°-187° C.

Workup

  1. filtrationThe precipitated crystals are filtered
  2. temperatureafter cooling
  3. filtration(0.02 mole), sodium acetate, filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-f078a5f4bf964adfaa3dd88515e8c87f
Source dataset
uspto-grants-1984_09
Patent number
US04472399

Reaction notes

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