Acetic Acid → 2,6-Dihydroxyethylaminotoluene

HRID 484265Notes

Reaction equation

HRID 484265 reaction equation
ClCCON[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][C:16](=O)NOCCCl)[C:10]=1[CH3:23])=O.[OH-:24].[K+].[C:26]([OH:29])(=O)C.[CH3:30]O>O>[OH:24][CH2:30][CH2:16][NH:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([NH:8][CH2:6][CH2:26][OH:29])[C:10]=1[CH3:23]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 19746917HCID 19746917, compound

Product 1

HCID 101305242,6-Dihydroxyethylaminotoluene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

33.5 g of the 2,6-bis(β-chloroethoxycarbamoylamino)toluene obtained above under the 1st stage are initially introduced into the reaction vessel in 200 ml of water and 30 ml of methanol. The reaction mixture is heated to 75° C. and 70 g of 50% strength potassium hydroxide solution are added dropwise in the course of one hour. After the mixture has been subsequently stirred at 60° C. for 21/2 hours, the pH is brought to 8.0 with glacial acetic acid and the reaction mixture is cooled slowly. The product which has precipitated is filtered off with suction, washed with water, and dried at 50° C. in a vacuum cabinet.

Workup

  1. temperaturethe reaction mixture is cooled slowly
  2. customThe product which has precipitated
  3. filtrationis filtered off with suction
  4. washwashed with water
  5. customdried at 50° C. in a vacuum cabinet

Sources & evidence

ORD record
ord-bf71a19806ae4cf2853e2b718c4b1e1e
Source dataset
uspto-grants-1993_07
Patent number
US05230710

Reaction notes

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