Diethylamine, reaction with

It is possible to prepare 1-acetoxy-4-chloro-2-alkenes from conjugated dienes with high selectivity. In the presence of stoichiometric amounts of LiOAc and LiCl, l-acetoxy-4-chloro-2-hutene (358) is obtained from butadiene[307], and cw-l-acetoxy-4-chloro-2-cyclohexene (360) is obtained from 1.3-cyclohexa-diene with 99% selectivity[308]. Neither the 1.4-dichloride nor 1.4-diacetate is formed. Good stereocontrol is also observed with acyclic diene.s[309]. The chloride and acetoxy groups have different reactivities. The Pd-catalyzed selective displacement of the chloride in 358 with diethylamine gives 359 without attacking allylic acetate, and the chloride in 360 is displaced with malonate with retention of the stereochemistry to give 361, while the uncatalyzed reaction affords the inversion product 362. 

Methyl and 2,4-dimethylthiazole were prepared by the vapor-phase reaction (450 to 500°C) of sulfur with diethylamine and diisopropylamine, respectively (816) yields were 66 and 59%. 

Subsequent chlorination of the amide takes place ia a two-phase reaction mixture (a dispersion of diamide ia hydrochloric acid) through which a chlorine stream is passed. The temperature of this step must be maintained below 10°C to retard the formation of the product resulting from the Hofmann degradation of amides. Reaction of the A/,A/-dichloroamide with diethylamine [109-89-7] ia the presence of base yields /n j -l,4-cyclohexane-bis-l,3-diethylurea (35), which is transformed to the urea hydrochloride and pyroly2ed to yield the diisocyanate (36). 

The reaction of benzofurazan iV-oxide with diethylamine affords 3-methyl-1,2,4-benzotriazine 4-oxide 160 (79T681, 82T1793). 

This ring system was prepared by treatment of quinoline derivative 786 with antimonyl chloride to give 787. Quinoline derivative 786 was prepared by Mannich reaction on 2,8-dihydroxylepidine with diethylamine and formaldehyde to afford the respective diethylaminomethyl derivative that followed by subsequent nitration. The schistosomicidal activity of 787 was studied (80MI66) (Scheme 138). 

Acylation of benzamidoxlme (144) with chloropropionyl chloride gives the 0-acylated derivative (145). Reaction of that intermediate with diethylamine serves first to cyclize the molecule to the 1,2,4-oxadiazole heterocycle subsequent displacement of the halogen on the side chain gives oxolamine (146),a drug with antltussive and spasmolytic activity. 

Reaction of w-methylpiperazine with phosgene affords the carbamoyl chloride (170). Treatment of this intermediate with diethylamine affords the antiparasitic agent diethyl carbamazine (171)... 

Show the products you would obtain by acid-catalyzed reaction of cyclohexanone with ethylamine, CH3CH2NH2, and with diethylamine, (CHjCkD NH. 

The following accident illustrates the accidental use of an unsuitable operating mode. Diethylamine was neutralised using sulphuric acid. The system taking in the acid broke down. A diethylammonium sulphate crust formed, which became soaked with diethylamine. When the system started working again the reaction of excessive quantities of amine with sulphuric acid and the sudden gas release caused the apparatus to detonate. 

The eyn and anti forms of benzylideneaminophosphoranes (95) have been prepared by reaction of N-trimethylsilylbenzaldimines (94) with (91) and reaction of (95) with diethylamine gave (96)51. The same reaction with the trichlorophosphorane (97) however, gave the diazadiphosphetidine (100) via (98) and (99). 

To synthesize new surfactants, having incorporated both structural elements, the known siloxanyl modified halogenated esters and ethers of dicyclopentadiene [5] were treated with different amines according to the reaction scheme. Triethylamine yielded quaternary ammonium salts directly. Alternatively, after reaction with diethylamine or morpholine, the isolated siloxanyl-modified tertiary amines were also converted to quaternary species. To obtain anionic surfactants, the halogenated precursors were initially reacted with n-propylamine. In subsequent reaction steps the secondary amines formed were converted with maleic anhydride into amides, and the remaining acid functions neutralized. Course and rate of each single reaction strongly depended on the structure of the initial ester or ether compound and the amine applied. The basicity of the latter played a less important role [6]. 

Furopyrrolizidine, antitumour antibiotic 46 can be brominated by reacting with NBS in TF1F at rt to give the 7-bromo derivative 229 in 64% yield. The reaction can be reversed by refluxing 229 with dimedone in toluene to give back 46 in 80% yield. Compound 229 on further reaction with diethylamine in toluene afforded thermodynamically more stable epimer 231 (Scheme 37) <2002OL4387>. 

Since the migration of a C=C bond to form a C=N bond is impossible, the corresponding reaction with diethylamine afforded 2-amino-2-alkenyl phosphonates (Scheme 10.75) [83a]. 

Fig. 6. Reaction of poly(glycidyl methacrylate-co-ethylene dimethacrylate) monolith with diethylamine...

The reaction of but-l-en-3-yl diethyl phosphate with diethylamine produces N,N-diethylpent-3-enamide (86%), indicating that a Ji-allyl complex is involved in the carbonylation reaction. No isomerism to the a,p-unsaturated amides was observed. 

An efficient resolntion of the racemic lithinm tert-bntylphosphine-borane complex 203 dnring deprotonation by n-BnLi/(—)-sparteine (11) and alkylation was reported by Liv-inghonse and Wolfe (eqnation 47) . One of the epimers 204/cp/-204 on warming to 0 °C crystallizes during a dynamic thermodynamic resolntion, and reaction with alkyl halides fnmishes the alkylation prodncts 205 with high ee values. Applying dihalides, essentially enantiomerically pure diphosphines snch as 206, besides few of the mcio-diastereomer, were obtained. Borane is removed by treatment with diethylamine to yield the free tertiary phosphines 207. 

The 4,6-diamino-1,3,5-triaza-2-phosphapentalenes are deep red crystalline solids. For reactions, the 4,6-bis(diethylamino) derivative (99) was used (Scheme 34). The compound is not oxidized by air and does not react with sulfur or selenium. Alkylation takes place at the nitrogen atom adjacent to phosphorus. With diethylamine and alcohols no reaction is observed <86CB3213,87PS(30)780>. On simultaneous oxidation by sulfur or selenium, however, alcohols add to the P=N bond yielding... 

Intermediate a-nitrosobenzaldehyde 36 was generated in solution by laser photolysis of 3,5-diphenyl-l,2,4-oxadiazole-4-oxide 37 and its time-resolved infrared (TRIR) spectroscopy has been recorded <2003JA1444>. The second-order rate constants for reaction with diethylamine and 1,3-cyclohexadiene were determined to be (1.3 0.5) x s ... 

The frustrating and sometimes capricious nature of simple reactions of 2-amino-4(5H)-oxazolones is exemplified in the following reports. Ramsh and co-workers acetylated 68 with acetyl chloride in benzene but isolated both a poor yield and a poor mass balance of 131 together with dehydroacetic acid 132. Attempts to transaminate 131 with diethylamine in the absence of a solvent or with aniline in benzene failed. The authors recovered 68, which is in stark contrast to an earlier report from Hansen and Masch that acetylation of 68 with acetic anhydride gave 131 in 87% yield. In addition, these same authors reported that reaction of 131 with diethylamine at room temperature gave 134 in excellent yield (Scheme 6.35). 

Sundberg and co-workers studied the photochemistry of phenyl azide by conventional flash photolysis in 1974. They detected the transient UV absorption of ke-tenimine 30 and measured its absolute rate constant of reaction with diethylamine to form the IH azepine, which subsequently rearranges to Doering and Odum s 3H-azepine (27). ... 

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