Re: ORGLIST: Imines on Everybody Digest, Vol 43, Issue 6

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From: Miguel Santos (melvis_17$##$hotmail.com)
Date: Tue Jan 29 2008 - 16:02:04 EST


Hi Uno!
 
Have you added molecular sieves to the reaction mixture? When I made imines from aldehydes and amines (I don't know if there are more ways) the use of m.s. was imperative, as it is an equilibrium with the water formed. The yield should be close to 100%. If not, try in total anhydrous conditions.
 
Hope it helps.
 
Miguel

> From: everybody-request$##$orglist.net> Subject: Everybody Digest, Vol 43, Issue 6> To: everybody$##$orglist.net> Date: Mon, 28 Jan 2008 12:00:19 -0500> > Send Everybody mailing list submissions to> everybody$##$orglist.net> > To subscribe or unsubscribe via the World Wide Web, visit> http://two.pairlist.net/mailman/listinfo/everybody> or, via email, send a message with subject or body 'help' to> everybody-request$##$orglist.net> > You can reach the person managing the list at> everybody-owner$##$orglist.net> > When replying, please edit your Subject line so it is more specific> than "Re: Contents of Everybody digest..."> > > Today's Topics:> > 1. Re: Everybody Digest, Vol 43, Issue 5 (mahboob chem)> 2. Re: Davis reagent (Rossana Ferrara) (abdellah yamani)> 3. imine (Uno M?eorg)> 4. Re: Davis reagent (Petr Melsa)> > > ----------------------------------------------------------------------> > Message: 1> Date: Thu, 24 Jan 2008 09:40:24 -0800 (PST)> From: mahboob chem <mahboobchem$##$yahoo.com>> Subject: Re: ORGLIST: Everybody Digest, Vol 43, Issue 5> To: everybody$##$orglist.net> Message-ID: <486287.29203.qm$##$web32402.mail.mud.yahoo.com>> Content-Type: text/plain; charset="iso-8859-1"> > Dear sir and their member, i am sending paper and croos reference as attachment> > Mahboob Alam> > Org Lett. 2005 Nov 24;7 (24):5493-5496 16288539 A New General Method for the Preparation of N-Sulfonyloxaziridines. [My paper] Jos? Garc?a Ruano , Jos? Alem?n , Cristina Fajardo , Alejandro Parra A simple procedure to obtain N-alkylsulfonyl- and N-arylsulfonyloxaziridines from the corresponding N-sulfinylimines involving a one-pot, two-step oxidation process with m-CPBA (1 equiv) and m-CPBA/KOH (1.1 equiv) is reported. The method is applicable to N-sulfinylimines derived from aldehydes (aliphatic and aromatic) and ketones (dialkyl and aryl alkyl) and preserves C=C-conjugated double bonds. Almost quantitative yields, very mild conditions (usually less than 5 min at room temperature), and easy purification by filtration are the main features of this new procedure, which can be performed at a gram scale. > > > > > > everybody-request$##$orglist.net wrote: Send Everybody mailing list submissions to> everybody$##$orglist.net> > To subscribe or unsubscribe via the World Wide Web, visit> http://two.pairlist.net/mailman/listinfo/everybody> or, via email, send a message with subject or body 'help' to> everybody-request$##$orglist.net> > You can reach the person managing the list at> everybody-owner$##$orglist.net> > When replying, please edit your Subject line so it is more specific> than "Re: Contents of Everybody digest..."> > > Today's Topics:> > 1. Davis reagent (Rossana Ferrara)> > > ----------------------------------------------------------------------> > Message: 1> Date: Thu, 24 Jan 2008 11:07:33 +0100> From: Rossana Ferrara > Subject: ORGLIST: Davis reagent> To: everybody$##$orglist.net> Message-ID: > Content-Type: text/plain; charset="us-ascii"> > Dear all,> I'd like to know some information about davis reagent (N-sulfonyloxaziridines): is it possible to buy it?Do you know the procedure to make it?Can you give me some references about?> Thanks a lot for you help > Kind regards> Rossana Ferrara> -------------- next part --------------> An HTML attachment was scrubbed...> URL: > > ------------------------------> > _______________________________________________> ORGLIST - Organic Chemistry Mailing List> Website / Archive / FAQ: http://www.orglist.net> To post a message (TO EVERYBODY) send to everybody$##$orglist.net> To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address> > End of Everybody Digest, Vol 43, Issue 5> ****************************************> > > > ---------------------------------> Be a better friend, newshound, and know-it-all with Yahoo! Mobile. Try it now.> -------------- next part --------------> An HTML attachment was scrubbed...> URL: <http://two.pairlist.net/pipermail/everybody/attachments/20080124/7bf113ab/attachment-0001.html>> -------------- next part --------------> A non-text attachment was scrubbed...> Name: Cross references.pdf> Type: application/pdf> Size: 148387 bytes> Desc: 2625225168-Cross references.pdf> Url : <http://two.pairlist.net/pipermail/everybody/attachments/20080124/7bf113ab/attachment-0002.pdf>> -------------- next part --------------> A non-text attachment was scrubbed...> Name: N-Sulfonyloxaziridines.pdf> Type: application/pdf> Size: 63134 bytes> Desc: 1205023994-N-Sulfonyloxaziridines.pdf> Url : <http://two.pairlist.net/pipermail/everybody/attachments/20080124/7bf113ab/attachment-0003.pdf>> > ------------------------------> > Message: 2> Date: Thu, 24 Jan 2008 09:52:39 -0800 (PST)> From: abdellah yamani <abyamani_72$##$yahoo.com>> Subject: Re: ORGLIST: Davis reagent (Rossana Ferrara)> To: everybody$##$orglist.net> Message-ID: <303747.7598.qm$##$web56101.mail.re3.yahoo.com>> Content-Type: text/plain; charset="us-ascii"> > Dear,> Please find the reference regarding general method for the preparation of N-sulfonyloxaziridines. > > Org Lett. 2005 Nov 24;7 (24):5493-5496 16288539 > > Good luck,> > > Abdellah Yamani> > > > ----- Original Message ----> From: "everybody-request$##$orglist.net" <everybody-request$##$orglist.net>> To: everybody$##$orglist.net> Sent: Thursday, January 24, 2008 6:01:01 PM> Subject: Everybody Digest, Vol 43, Issue 5> > Send Everybody mailing list submissions to> everybody$##$orglist.net> > To subscribe or unsubscribe via the World Wide Web, visit> http://two.pairlist.net/mailman/listinfo/everybody> or, via email, send a message with subject or body 'help' to> everybody-request$##$orglist.net> > You can reach the person managing the list at> everybody-owner$##$orglist.net> > When replying, please edit your Subject line so it is more specific> than "Re: Contents of Everybody digest..."> > > Today's Topics:> > 1. Davis reagent (Rossana Ferrara)> > > ----------------------------------------------------------------------> > Message: 1> Date: Thu, 24 Jan 2008 11:07:33 +0100> From: Rossana Ferrara <rossana.ferrara$##$unimi.it>> Subject: ORGLIST: Davis reagent> To: everybody$##$orglist.net> Message-ID: <f70dd9d315455.47987175$##$unimi.it>> Content-Type: text/plain; charset="us-ascii"> > Dear all,> I'd like to know some information about davis reagent (N-sulfonyloxaziridines): is it possible to buy it?Do you know the procedure to make it?Can you give me some references about?> Thanks a lot for you help > Kind regards> Rossana Ferrara> -------------- next part --------------> An HTML attachment was scrubbed...> URL: <http://two.pairlist.net/pipermail/everybody/attachments/20080124/3f9eb219/attachment-0001.html>> > ------------------------------> > _______________________________________________> ORGLIST - Organic Chemistry Mailing List> Website / Archive / FAQ: http://www.orglist.net> To post a message (TO EVERYBODY) send to everybody$##$orglist.net> To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address> > End of Everybody Digest, Vol 43, Issue 5> ****************************************> > > ____________________________________________________________________________________> Never miss a thing. Make Yahoo your home page. > http://www.yahoo.com/r/hs> -------------- next part --------------> An HTML attachment was scrubbed...> URL: <http://two.pairlist.net/pipermail/everybody/attachments/20080124/fdd4224e/attachment.htm>> > ------------------------------> > Message: 3> Date: Fri, 25 Jan 2008 00:47:04 +0200> From: Uno M?eorg <uno$##$chem.ut.ee>> Subject: ORGLIST: imine> To: everybody$##$lists2.orglist.net> Message-ID: <20080124224702.E71DF29F7F5$##$Relayhost1.neti.ee>> Content-Type: text/plain; charset="us-ascii"; format=flowed> > Hi colleagues,> > I had to play recently with simple chemistry: the synthesis of > methylenimine of 2,6-dimethylaniline.> > To my big surprise there are only six references about preparation of > this compound.> > There are two patents where are quite well described procedures: the > substituted aniline pluss, 1,3,5-trioxane in heptane. Nothing happend > by heating within several hrs. After addition of triethyl amine > methanol solution ( as it was used in other samples in this patent) > again nothing happend.> > Then in Chem. Commm paper similars synthesis is mentioned where > 2,6-diisopropyl aniline was used as starting material and the > reaction was performed with paraform under heating without solvent. > There is not given normal description of procedure. When we tried > this method only black tar was obtained after distillation of the > non-reacted aniline.> > > Have somebody any experience with this compound. I will be very happy > about your help, comments recommendations, suggestions.> > > Regards> > Uno> > > > > > > ------------------------------> > Message: 4> Date: Sat, 26 Jan 2008 07:42:04 +0100> From: "Petr Melsa" <melsap$##$gmail.com>> Subject: Re: ORGLIST: Davis reagent> To: "Rossana Ferrara" <rossana.ferrara$##$unimi.it>> Cc: everybody$##$orglist.net> Message-ID:> <b4ade9ff0801252242r315003fdn145a6e7f54506506$##$mail.gmail.com>> Content-Type: text/plain; charset="iso-8859-1"> > Dear Rossana,> > the procedure is available on www.orgsyn.org> http://orgsyn.org/orgsyn/default.asp?formgroup=basenpe_form_group&dataaction=db&dbname=orgsyn> > Petr> > On Jan 24, 2008 11:07 AM, Rossana Ferrara <rossana.ferrara$##$unimi.it> wrote:> > > Dear all,> > I'd like to know some information about davis reagent> > (N-sulfonyloxaziridines): is it possible to buy it?Do you know the procedure> > to make it?Can you give me some references about?> > Thanks a lot for you help> > Kind regards> > Rossana Ferrara> >> > _______________________________________________> > ORGLIST - Organic Chemistry Mailing List> > Website / Archive / FAQ: http://www.orglist.net> > To post a message (TO EVERYBODY) send to everybody$##$orglist.net> > To unsubscribe, send to everybody-request$##$orglist.net the message:> > unsubscribe your_orglist_password your_address> >> > > > -- > PM> > Chinese saying: It is difficult to find a black cat in a dark room,> especially if there is no cat.> -------------- next part --------------> An HTML attachment was scrubbed...> URL: <http://two.pairlist.net/pipermail/everybody/attachments/20080126/84e1bd8b/attachment.html>> > ------------------------------> > _______________________________________________> ORGLIST - Organic Chemistry Mailing List> Website / Archive / FAQ: http://www.orglist.net> To post a message (TO EVERYBODY) send to everybody$##$orglist.net> To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address> > End of Everybody Digest, Vol 43, Issue 6> ****************************************
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