Amoled
Harmless
Posts: 31
Registered: 2-6-2017
Member Is Offline
Mood: No Mood
|
|
Sulfonic Acid Groups to "Thioamines"
Hey, would it be possible, to turn sulfonic acid groups, like in Taurine
into "Thioamines" or how you would call it - like this
via Leuckart-Wallach for example?
And if not, is there any specific reason?
|
|
|
fusso
International Hazard
Posts: 1922
Registered: 23-6-2017
Location: 4 ∥ universes ahead of you
Member Is Offline
|
|
Why is S 4-valent in your molecule?
|
|
|
clearly_not_atara
International Hazard
Posts: 2692
Registered: 3-11-2013
Member Is Offline
Mood: Big
|
|
Compounds with two geminal YHx substituents where Y = (N, O, Cl, F, S, Br, I) x = (0,1,2) tend to be very unstable, eliminating YH(x+1). So your
example compound would eliminate ammonia. However, the general class of compounds does exist:
https://www.ncbi.nlm.nih.gov/m/pubmed/14871110/
Edit: better link
[Edited on 2-10-2018 by clearly_not_atara]
[Edited on 04-20-1969 by clearly_not_atara]
|
|
|
Sigmatropic
Hazard to Others
Posts: 307
Registered: 29-1-2017
Member Is Offline
Mood: No Mood
|
|
Sulfonamide of taurine is probably known. what you have drawn is some vastly more obscure compound which would be best described by replacing the HO-S
with a S=O. These are apparently called sulfonimidamides and are not prepared by reductive amination of some S=O compound and neither are
sulfonamides.
https://onlinelibrary.wiley.com/doi/10.1002/adsc.201800273
https://www.organic-chemistry.org/Highlights/2004/24December...
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
