Cysteamine → HCID 17882709, compound
Reaction equation
[NH2:1][CH2:2][CH2:3][SH:4].[C:5]1(=[O:12])[O:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>[Zn].O>[OH:12][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([NH:1][CH2:2][CH2:3][SH:4])=[O:11]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 60 °C
Procedure
A mixture, under an inert atmosphere, of 5 g of cysteamine and 7.2 cm3 of ε-caprolactone is stirred for 6 hours at ambient temperature. It is then left to stand overnight, after which the mixture is heated for 4 hours at a temperature of about 60° C. At the end of this time all the ε-caprolactone is transformed. The mixture is then poured into 100 cm3 of water to which 10 g of acid resin, "Dowex 50" are added and then 3 g of powdered zinc. The whole is stirred for 4 hours at ambient temperature. The water is then removed under reduced pressure and there are obtained 10 g of 6-hydroxy N-(2-mercaptoethyl) caproamide in the form of a viscous liquid at ambient temperature whose NMR1H spectrum and thiol dosages and residual amine correspond to the expected structure.
Workup
- waitIt is then left
- additionare added
- customThe water is then removed under reduced pressure and there
Sources & evidence
- ORD record
- ord-b1766ecba06a4650a0a8ae259e42c555
- Source dataset
- uspto-grants-1990_09
- Patent number
- US04956175
Reaction notes
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