Citric Acid → HCID 20277903, compound

HRID 1248430Notes

Reaction equation

HRID 1248430 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[S:5](Cl)([CH3:8])(=[O:7])=[O:6].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>N1C=CC=CC=1>[CH3:8][S:5]([NH:4][CH2:3][CH2:1][O:2][S:5]([CH3:8])(=[O:7])=[O:6])(=[O:7])=[O:6]

Participants

5

Reactant 3

HCID 311Citric AcidHCID 700EthanolamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 20277903HCID 20277903, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred solution of ethanolamine (9.15 g) in pyridine (40 ml) was cooled to 0° C. in an ice-salt bath, and mesylchloride (23 ml) was added dropwise at such a rate that the temperature did not rise above 5° C. When the addition was complete the mixture was allowed to rise to room temperature for 1/2 hour. The mixture was poured into citric acid solution and continuously extracted with ehtylacetate for 11/2 hours. The solution was dried over magnesium sulphate and evaporated to give 23.7 g of the title compound.

Workup

  1. customdid not rise above 5° C
  2. additionWhen the addition
  3. extractioncontinuously extracted with ehtylacetate for 11/2 hours
  4. dry with materialThe solution was dried over magnesium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-83b90bc87aa3425394509dced48f735b
Source dataset
uspto-grants-1985_06
Patent number
US04524073

Reaction notes

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