2-Chloroethanol → HCID 18760949, compound

HRID 431403Notes

Reaction equation

HRID 431403 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:13])[CH3:12])=[C:5]([N+:14]([O-:16])=[O:15])[C:4]([CH3:17])=[N:3]1.[Cl:18][CH2:19][CH2:20][OH:21]>C(OCC)(=O)C>[Cl-:18].[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][N+:11]([CH2:19][CH2:20][OH:21])([CH3:13])[CH3:12])=[C:5]([N+:14]([O-:16])=[O:15])[C:4]([CH3:17])=[N:3]1

Participants

4

Reactant 2

HCID 342-ChloroethanolHCID 2807344HCID 2807344, compound

Product 1

HCID 18760949HCID 18760949, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

0.5 g of N-(2,5-dimethyl-4-nitro-2H-pyrazol-3-yl)-N′,N′-dimethylpropane-1,3-diamine and 2.2 g of 2-chloroethanol were introduced into a 10 ml three-necked round-bottomed flask equipped with a magnetic stirrer, a thermometer and a condenser. The reaction medium was maintained at reflux for 2 hours. The medium was cooled to room temperature and diluted with 50 ml of ethyl acetate. The precipitate was filtered off. 0.55 g of [3-(2,5-dimethyl-4-nitro-2H-pyrazol-3-yl-amino)propyl](2-hydroxyethyl)dimethylammonium chloride was obtained in the form of yellow crystals, in a yield of 82%.

Workup

  1. customequipped with a magnetic stirrer
  2. temperatureThe reaction medium was maintained
  3. temperatureat reflux for 2 hours
  4. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-c6b0e63fce2c46c894146c2e0d8baec3
Source dataset
uspto-grants-2003_12
Patent number
US06660046B1

Reaction notes

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