2-Amino-2-methyl-1-propanol → HCID 10847919, compound

HRID 1378732Notes

Reaction equation

HRID 1378732 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH2:12][C:13]([CH3:17])([CH3:16])[CH2:14][OH:15]>O>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([NH:12][C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])[CH:7]=1

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 118992,4-Dichloronitrobenzene

Product 1

HCID 10847919HCID 10847919, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2,4-dichloronitrobenzene (VII, 20.0 g) and 2-amino-2-methyl-1-propanol (VIII, 80 ml) is stirred at 110° for 68 hr. After cooling to 20°-25°, adding water, extracting with methylene chloride, separating the phases and drying the organic phase over magnesium sulfate) gives the desired product sufficiently pure (>90%) to be carried on without further purification. An analytical sample is prepared by recrystallization from ethyl acetate/hexane to give the title compound, mp 102°-104°; IR (mineral oil) 3335, 2954, 2925, 1610, 1577, 1492, 1467, 1331, 1251, 1154 and 748 cm-1 ; NMR (CDCl3) 8.55, 8.13, 7.09, 6.59, 3.71, 2.11 and 1.48 δ; MS (m/z) 244, 213 and 166.

Workup

  1. temperatureAfter cooling to 20°-25°
  2. extractionextracting with methylene chloride
  3. customseparating the phases
  4. dry with materialdrying the organic phase over magnesium sulfate)

Sources & evidence

ORD record
ord-1e9ea482347b425b9ad792cab5da8113
Source dataset
uspto-grants-1997_09
Patent number
US05668282

Reaction notes

Loading…