Potassium Carbonate → 3-[(2-Methylquinolin-4-yl)amino]propane-1,2-diol

HRID 2165830Notes

Reaction equation

HRID 2165830 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[CH:3]=1.[NH2:13][CH2:14][CH:15]([OH:18])[CH2:16][OH:17].C(=O)([O-])[O-].[K+].[K+]>O>[OH:18][CH:15]([CH2:16][OH:17])[CH2:14][NH:13][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 735613-Amino-1,2-propanediolHCID 779734-Chloro-2-methylquinoline

Product 1

HCID 142092313-[(2-Methylquinolin-4-yl)amino]propane-1,2-diol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 4-chloro-2-methylquinoline (50 g) and 3-amino-1,2-propandiol (51 g) was heated at 160° C. for 1 hour. The mixture while still hot was poured into 700 ml of water. The mixture was saturated with potassium carbonate and cooled in an ice bath, whereupon the product crystallized. It was filtered and recrystallized from ethanol. The yield was 55 g, mp 167°-168° C.

Workup

  1. temperaturecooled in an ice bath, whereupon the product
  2. customcrystallized
  3. filtrationIt was filtered
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d7144421a1174c65aa74084ca306f64c
Source dataset
uspto-grants-1990_07
Patent number
US04942168

Reaction notes

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