1-Amino-2-propanol → HCID 14209216, compound

HRID 1646847Notes

Reaction equation

HRID 1646847 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH2:13][CH2:14][CH:15]([OH:17])[CH3:16].ClCCl>C(O)CCC.O>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:13][CH2:14][CH:15]([OH:17])[CH3:16])=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 41-Amino-2-propanolHCID 6344DichloromethaneHCID 68664,7-Dichloroquinoline

Product 1

HCID 14209216HCID 14209216, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Procedure

A mixture of 20 g of 4,7-dichloroquinoline and 16 g of 1-amino-2-propanol in 60 ml of butanol was stirred at reflux until the reaction was complete (6 hours). The reaction mixture was cooled down to room temperature and diluted with water. The organics were exracted into dichloromethane (3×300 ml). Drying over anhydrous magnesium sulfate and evaporation of solvents resulted in an oil which crystallized upon standing. The crystals were isolated by filtration and washed with ether to yield a solid which was recrystallized from isopropanol. The resultant crystals had a melting point of 168°-169.5° C. and the yield was 15 g.

Workup

  1. temperatureat reflux until the reaction
  2. custom(6 hours)
  3. dry with materialDrying over anhydrous magnesium sulfate and evaporation of solvents
  4. customresulted in an oil which
  5. customcrystallized
  6. customThe crystals were isolated by filtration
  7. washwashed with ether
  8. customto yield a solid which
  9. customwas recrystallized from isopropanol

Sources & evidence

ORD record
ord-83f000062f554f59a096e5d64ec8ac10
Source dataset
uspto-grants-1993_01
Patent number
US05182275

Reaction notes

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