Water → HCID 10635707, compound

HRID 1916748Notes

Reaction equation

HRID 1916748 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH2:9]([O:11]/[CH:12]=[CH:13]/[C:14](Cl)=[O:15])[CH3:10].O>N1C=CC=CC=1>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:14](=[O:15])/[CH:13]=[CH:12]/[O:11][CH2:9][CH3:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 78074-BromoanilineHCID 53255003-Ethoxyacryloyl chloride

Product 1

HCID 10635707HCID 10635707, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

26.63 g (0.155 mol) of 4-bromoaniline are dissolved in 120 ml of pyridine and 23.14 g (0.172 mol) (E)-3-ethoxy-acrylic acid chloride are added dropwise at a temperature between 0° C. and 5° C. and the mixture is stirred for one hour at 0° C. Then the reaction mixture is allowed to warm up to RT and stirred for 14 h. The reaction mixture is combined with water, the precipitate formed is filtered off and washed with water. The solid is dried at 65° C. in the drying cupboard.

Workup

  1. temperatureto warm up to RT
  2. stirringstirred for 14 h
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. washwashed with water
  6. customThe solid is dried at 65° C. in the drying cupboard

Sources & evidence

ORD record
ord-605f2b42ecae4cc9986f4417d037f31d
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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