Glutaric anhydride → HCID 17977490, compound

HRID 465898Notes

Reaction equation

HRID 465898 reaction equation
[SH:1][CH2:2][CH2:3][CH2:4][NH2:5].[C:6]1(=[O:13])[O:12][C:10](=[O:11])[CH2:9][CH2:8][CH2:7]1>CO>[SH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:13])[CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 974361-Propanethiol, 3-amino-

Product 1

HCID 17977490HCID 17977490, compoundYield 126.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6.84 g (0.075 mole) of 3-mercapto propyl amine (homocysteamine) in 20 cm3 of methanol, maintained under an inert atmosphere and stirred at ambient temperature, there are added, by portions, 8.56 g (0.075 mole) of glutaric anhydride while maintaining the temperature of the reaction mixture lower than 40° C. After stirring for 6 hours 30 minutes the reaction is complete. The solution is evaporated to dryness under reduced pressure. The product is then dried under a vacuum at a temperature lower than 60° C. and 19.5 g of N-(3-mercapto propyl) glutaramic acid are obtained in the form of a colorless oil.

Workup

  1. temperaturewhile maintaining the temperature of the reaction mixture lower than 40° C
  2. stirringAfter stirring for 6 hours 30 minutes the reaction
  3. customThe solution is evaporated to dryness under reduced pressure
  4. customThe product is then dried under a vacuum at a temperature lower than 60° C.

Sources & evidence

ORD record
ord-9e5174cdc632461f9716715cd13b9d88
Source dataset
uspto-grants-1992_10
Patent number
US05154918

Reaction notes

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