Butyl bromide → 2,3-Dichloro-4-methoxy-N-n-butylaniline

HRID 1031137

Reaction equation

HRID 1031137 reaction equation
[Cl:1][C:2]1[C:8]([Cl:9])=[C:7]([O:10][CH3:11])[CH:6]=[CH:5][C:3]=1[NH2:4].[CH2:12](Br)[CH2:13][CH2:14][CH3:15].C(=O)([O-])O.[Na+]>COCCO>[Cl:1][C:2]1[C:8]([Cl:9])=[C:7]([O:10][CH3:11])[CH:6]=[CH:5][C:3]=1[NH:4][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 516892Sodium BicarbonateHCID 136906392,3-Dichloro-4-methoxyaniline

Product 1

HCID 136884512,3-Dichloro-4-methoxy-N-n-butylaniline

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 2,3-dichloro-4-methoxyaniline (19.2 g), n-butylbromide (22.0 g), sodium hydrogen carbonate (40 g) and methylcellosolve (350 ml) is stirred at 95°-100° C. for about 48 hours. The cooled mixture is filtered, and the filtrate is evaporated in vacuo. The remaining material is washed with water and is thereafter recrystallized from ethanol to give the title compound with a melting point of 47°-49° C.

Workup

  1. filtrationThe cooled mixture is filtered
  2. customthe filtrate is evaporated in vacuo
  3. washThe remaining material is washed with water
  4. customis thereafter recrystallized from ethanol

Sources & evidence

ORD record
ord-e3504bd97ea84bcfa34630b861623f7f
Source dataset
uspto-grants-1992_04
Patent number
US05109009

Linked notes

Loading…