Water → HCID 57188798, compound

HRID 1488871Notes

Reaction equation

HRID 1488871 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1.O.S(OCC)(O[CH2:20][CH3:21])(=O)=O.[OH-].[Na+]>COCCOC>[CH2:20]([CH:2]([OH:1])[CH2:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH3:21]

Participants

6

Reactant 4

HCID 962WaterHCID 6163Diethyl SulfateHCID 14798Sodium HydroxideHCID 153471284-[(2-Hydroxyethyl)amino]-2-nitrophenol

Product 1

HCID 57188798HCID 57188798, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
5 °C

Procedure

39.6 g (200 mmol) 4-(2-hydroxyethylamino)-2-nitrophenol is added to a mixture of 150 ml water and 15 ml 1,2-dimethoxyethane. 33.9 g (220 mmol) diethyl sulfate is added dropwise at an internal temperature of 60° C. so that the pH of the solution is maintained between 6 and 8 by simultaneous dropwise addition of 10% sodium hydroxide (ca. 62 ml). After complete reaction, the solution is filtered through a pleated filter and cooled with stirring to 5° C. The product is allowed to crystallize.

Workup

  1. customAfter complete reaction
  2. filtrationthe solution is filtered through
  3. filtrationa pleated filter
  4. temperaturecooled
  5. customto crystallize

Sources & evidence

ORD record
ord-d3f9efa265b149cd9515b6c4f59c8bbf
Source dataset
uspto-grants-1997_10
Patent number
US05676706

Reaction notes

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