Ethanolamine → HC Yellow no. 13

HRID 650897Notes

Reaction equation

HRID 650897 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH2:15]([NH2:18])[CH2:16][OH:17]>CN(C)C=O>[OH:17][CH2:16][CH2:15][NH:18][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotoluene

Product 1

HCID 2799157HC Yellow no. 13

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

112.8 g (0.5 mol) of 4-chloro-3-nitrobenzotrifluoride and 61.1 g (1 mol) of 2-ethanolamine were heated in 50 ml of dimethylformamide at 100° C. for 2 h. The reaction mixture was then concentrated under reduced pressure, and water was added to the residue. The precipitate was filtered off with suction and recrystallized from cyclohexane.

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure, and water
  2. additionwas added to the residue
  3. filtrationThe precipitate was filtered off with suction
  4. customrecrystallized from cyclohexane

Sources & evidence

ORD record
ord-c2e51fcf758e4e8393ec6a1b60ac460c
Source dataset
uspto-grants-2001_08
Patent number
US06277850B1

Reaction notes

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