3-Aminophenol → HCID 21284412, compound

HRID 2232124Notes

Reaction equation

HRID 2232124 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][OH:14])[N:8]=[C:7](Cl)[N:6]=1.[OH:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20].[OH-].[Na+]>O>[OH:1][CH2:2][CH2:3][NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][OH:14])[N:8]=[C:7]([NH:20][C:19]2[CH:21]=[CH:22][CH:23]=[C:17]([OH:16])[CH:18]=2)[N:6]=1

Participants

5

Reactant 3

HCID 115683-AminophenolHCID 14798Sodium HydroxideHCID 4591532,2'-((6-Chloro-1,3,5-triazine-2,4-diyl)diimino)bisethanol

Product 1

HCID 21284412HCID 21284412, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

70.1 g (0.3 mol) of 2,4-bis-(2-hydroxyethylamino)-6-chloro-1,3,5-triazine, 32.8 g (0.3 mol) of 3-hydroxyaniline and 400 ml of water are placed in a 2 l flask equipped with a stirrer, a dropping funnel, a reflux condenser and a thermometer. The mixture is heated under reflux, with stirring. In the course of this, a solution of 12 g of sodium hydroxide in 60 ml of water is added dropwise slowly at such a rate that a slightly alkaline reaction mixture results. 300 ml of water are then added, as well as active charcoal for the removal of colour. The hot solution is then filtered and cooled. The resulting, virtually colourless crystals are filtered off with suction, washed free from chloride with a little water and dried. The product has a melting point of 142°-143° C. The yield is 70.8 g (=77% of theory).

Workup

  1. customequipped with a stirrer, a dropping funnel, a reflux condenser
  2. temperatureThe mixture is heated
  3. temperatureunder reflux
  4. customthat a slightly alkaline reaction mixture
  5. customresults
  6. customas well as active charcoal for the removal of colour
  7. filtrationThe hot solution is then filtered
  8. temperaturecooled
  9. filtrationThe resulting, virtually colourless crystals are filtered off with suction
  10. washwashed free from chloride with a little water
  11. customdried

Sources & evidence

ORD record
ord-6076141d09cd4432ac030e1475d2ab17
Source dataset
uspto-grants-1988_11
Patent number
US04786672

Reaction notes

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