Isopropylamine → HCID 12767710, compound

HRID 1862900Notes

Reaction equation

HRID 1862900 reaction equation
Cl[C:2]1[C:3]([N+:13]([O-:15])=[O:14])=[C:4]([CH3:12])[C:5]([Cl:11])=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH:16]([NH2:19])([CH3:18])[CH3:17]>C(O)C>[Cl:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([NH:19][CH:16]([CH3:18])[CH3:17])=[C:3]([N+:13]([O-:15])=[O:14])[C:4]=1[CH3:12]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 12475029HCID 12475029, compound

Product 1

HCID 12767710HCID 12767710, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred mixture of 10.0 grams (0.04 mole) of 3,6-dichloro-2,4-dinitrotoluene in 50 ml. of ethanol is added 9.0 grams (0.15 mole) of isopropylamine. The mixture is stirred at room temperature for 2 hours and then at reflux for one hour. The solution is allowed to cool to room temperature and the crystalline precipitate is filtered and washed with a little hexane to give 10.2 grams of golden crystals, melting point 69° C. to 73° C. Two recrystallizations from methanol give the analytically pure compound, melting point 69° C. to 70° C.

Workup

  1. temperatureat reflux for one hour
  2. temperatureto cool to room temperature
  3. filtrationthe crystalline precipitate is filtered
  4. washwashed with a little hexane

Sources & evidence

ORD record
ord-2af14e00930647f793b87e84083ef28b
Source dataset
uspto-grants-1979_09
Patent number
US04166908

Reaction notes

Loading…