Isopropylamine → HCID 12767710, compound

HRID 903481Notes

Reaction equation

HRID 903481 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, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred mixture of 10.04 g. (0.04 mole) of 3,6-dichloro-2,4-dinitrotoluene in 50 ml. of ethanol is added 9.0 g. (0.15 mole) of isopropylamine. The mixture is stirred at room temperature for two 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 small amount of hexane to give 10.2 g. of the desired product as golden crystals having a m.p. of 69°-73° C. Two recrystallizations from methanol give the analytical sample, m.p. 69°-70° C. Analysis: Calcd. for C10H12ClN3O4 : C, 43.88; H, 4.42; Cl, 12.96; N, 15.35. Found: C, 44.09; H, 4.43; Cl, 13.02; N, 15.42.

Workup

  1. additionTo a stirred mixture of 10.04 g
  2. temperatureat reflux for one hour
  3. temperatureto cool to room temperature
  4. filtrationthe crystalline precipitate is filtered
  5. washwashed with a small amount of hexane
  6. customto give 10.2 g

Sources & evidence

ORD record
ord-c004d25a09104647a64fab9fc11ca449
Source dataset
uspto-grants-1980_10
Patent number
US04227913

Reaction notes

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