Methylhydrazine → HCID 13949475, compound

HRID 1022400Notes

Reaction equation

HRID 1022400 reaction equation
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.[CH3:19][NH:20][NH2:21]>O>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:20]([CH3:19])[NH2:21])[N:11]=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 16282212,6-dichloro-4-phenylquinazoline

Product 1

HCID 13949475HCID 13949475, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 275 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3) and 461 mg of monomethylhydrazine was stirred at 85° C. for 30 minutes. The resulting reaction product was cooled and 200 ml of water was added thereto. Precipitated crystals were collected by filtration and the collected product was purified by column chromatography (ethyl acetate) to obtain 225 mg of the titled compound. Mp. 155.9° C. 1H NMR (CDCl3): 3.52 (3H, s), 4.65 (2H, s), 7.54-7.63 (5H, m), 7.70-7.74 (2H, m), 7.80 (1H, d, J=2.0 Hz).

Workup

  1. customThe resulting reaction product
  2. temperaturewas cooled
  3. customPrecipitated crystals
  4. filtrationwere collected by filtration
  5. customthe collected product was purified by column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-ebfde4168a804d758631345bd0eec041
Source dataset
uspto-grants-2014_05
Patent number
US08722580B2

Reaction notes

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