1,3-Dichloropropane → N-(2-(3-Chloropropoxy)-4-nitrophenyl)acetamide

HRID 1017096Notes

Reaction equation

HRID 1017096 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:11][C:12](=[O:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+].[Cl:21][CH2:22][CH2:23][CH2:24]Cl>CN(C)C=O>[Cl:21][CH2:22][CH2:23][CH2:24][O:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:11][C:12](=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 88811,3-DichloropropaneHCID 11430Potassium CarbonateHCID 3749260N-(2-Hydroxy-4-nitrophenyl)acetamide

Product 1

HCID 18003912N-(2-(3-Chloropropoxy)-4-nitrophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 98.1 g (0.5 mol) of N-(2-hydroxy4-nitrophenyl)acetamide (RN 121-88-0) and 69.2 g (0.5 mol) of potassium carbonate in 500 ml of dimethylformamide was heated with stirring at 50° C.; 113.0 g (1 mol) of 1,3-dichloropropane (RN 142-28-9) were then added and heating was continued at 50° C. for one hour.

Workup

  1. temperaturewas heated
  2. temperatureheating

Sources & evidence

ORD record
ord-4494b608c331444aba8f77ec70f38060
Source dataset
uspto-grants-2002_11
Patent number
US06478827B1

Reaction notes

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