Ethanolamine → HCID 20278973, compound

HRID 1248225Notes

Reaction equation

HRID 1248225 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:16])[C:12]([Cl:15])([Cl:14])[Cl:13])(=O)[CH3:2].[NH2:17][CH2:18][CH2:19][OH:20]>C(O)C>[Cl:13][C:12]([Cl:15])([Cl:14])[C:11]([NH:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[C:1](=[N:17][CH2:18][CH2:19][OH:20])[CH3:2])=[O:16]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 12427466HCID 12427466, compound

Product 1

HCID 20278973HCID 20278973, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 60 parts of N-(2-acetylphenyl)-2,2,2-trichloroacetamide, 14 parts of 2-aminoethanol and 200 parts of ethanol is stirred first for 5.50 hours at reflux and further overnight while the temperature is allowed to cool to room temperature. The formed precipitate is filtered off. The product is washed with 2,2'-oxybispropane and dried in vacuo, yielding 40 parts (59%) of 2,2,2-trichloro-N-[2-[1-[(2-hydroxyethyl)imino]ethyl]phenyl]acetamide; mp. 182° C.

Workup

  1. temperatureat reflux and further overnight while the temperature
  2. filtrationThe formed precipitate is filtered off
  3. washThe product is washed with 2,2'-oxybispropane
  4. customdried in vacuo

Sources & evidence

ORD record
ord-11c446537ca34b74827aa8767f249d29
Source dataset
uspto-grants-1985_06
Patent number
US04522945

Reaction notes

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