scholarly journals The Formation of Tin-Nitrogen Bonds. V. The Selective 1-Substitution Reaction of Tetrazoles by the Reaction of 5-Substituted 2-(Tri-n-butylstannyl)tetrazoles with Methyl Iodide, Methylp-Toluenesulfonate, Dimethyl Sulfate, and Ethyl Bromoacetate

1973 ◽  
Vol 46 (7) ◽  
pp. 2176-2180 ◽  
Author(s):  
Tyûzô Isida ◽  
Tetsuo Akiyama ◽  
Kiyoshi Nabika ◽  
Keiiti Sisido ◽  
Sinpei Kozima
Keyword(s):  
Methyl Iodide ◽  
Substitution Reaction ◽  
Dimethyl Sulfate ◽  
Ethyl Bromoacetate ◽  
Nitrogen Bonds

The Hot Iodine Substitution Reaction in Gaseous Methyl Iodide

1964 ◽  
Vol 2 (3) ◽  
Author(s):  
R.J. Cross ◽  
R.L. Wolfgang
Keyword(s):  
Methyl Iodide ◽  
Chemical Reactions ◽  
Substitution Reaction ◽  
Emission Process ◽  
Atomic Iodine

SummaryChemical reactions of hot atomic iodine formed by recoil from a photoneutron emission process, (γ, n) have been studied. The yield of the hot substitution,

scholarly journals Synthesis Of 4-Alil-6- (Hydroxymethyl) -2-Methody Phenol Compounds from Eugenol Through Mannich Reaction Followed Methylation with Methyl Iodide and Subtitution Using NaOH

2019 ◽  
Vol 1 (1) ◽  
pp. 75-85
Author(s):  
Sabarmin Perangin-angin
Keyword(s):  
Nucleophilic Substitution ◽  
Methyl Iodide ◽  
Mannich Reaction ◽  
Substitution Reaction ◽  
Relative Molecular Mass ◽  
Hydroxymethyl Group ◽  
Phenol Compounds ◽  
Ms Analysis ◽  
Stretching Vibration ◽  
Solid Form

Eugenol derivative compound 4-allyl-6-hydroxymethyl-2-methoxy phenol was synthesized through Mannich reaction, methylation, dan nucleophilic substitution. Mannich reaction was carried out by reacting eugenol, formaldehyde 37%, and dimethylamine 40 % in reflux condition with n-heptane solvent at temperature 98o-100oC for 10 hours produced 4-allyl-6-(dimethylamino)methyl-2-methoxy phenol with yield of 83 %. The formation of dimethylaminomethyl group supported by C-N stretching vibration at 1246,16 cm-1 and ion molecule peak at 221 in GC-MS analysis. Methylation of 4-allyl-6-(dimethylamino)methyl-2-methoxy phenol was carried out with methyl iodide in ethanol solvent produced 6-((N-iodo-N-methyl-N-methyl-N-methylamino) methyl)-4-allyl-2-methoxy phenol in solid form, which then purified by recrystallization with 78,15 % yield. 4-allyl-6-(hydroxymethyl)-2-methoxy phenol was synthesized by nucleophilic substitution reaction of 6-((N-iodo-N-methyl-N-methyl-N-methylamino)methyl)-4-allyl-2-methoxy phenol with sodium hydroxide in reflux condition then purified by coloum chromatography gave liquid compound with yield of 65,05%. The formation of hydroxymethyl group supported by OH vibration at 3433,9 cm-1 and ion molecule peak at 194 in GC-MS analysis show the relative molecular mass of synthesized product.

Zur Koordinations-Isomerie (a-b-Isomerie) der Co-Alkyl-corrinoide

1969 ◽  
Vol 24 (5) ◽  
pp. 588-596 ◽  
Author(s):  
Wilhelm Friedrich ◽  
Johann Peter Nordmeyer
Keyword(s):  
Absorption Spectrum ◽  
Aqueous Medium ◽  
Methyl Iodide ◽  
Dimethyl Sulfate ◽  
Thermal Isomerization ◽  
Reaction Products ◽  
Acid Media ◽  
Methyl Group

Chromatography and electrophoresis of the reaction products from B12s and methyl iodide yield the known Co-methyl-cobalamin and a new light sensitive corrinoid compound. The latter is very probably Co-methyl-cobalamin a with the methyl group “down”. The absorption spectrum of this yellow corrinoid differs only slightly from that of Co-methyl-cobalamin in acid media and does not depend on pH at wavelengths higher than 300 nm. The new corrinoid is thermolabile and on heating at 95°C for several hours in O2-free aqueous medium changes nearly quantitatively to Comethyl-cobalamin. The last corrinoid, on the contrary, yields at 95 cC several per cents of Comethyl-cobalamin a. The reaction of B12s with dimethyl sulfate yields beyond the mentioned products Co-methyl-cobalamin Nm (yellow; the absorption spectrum does not depend on pH and is identical with that of Co-methyl-cobalamin in acid media) and B12Nm (both corrinoids have a methyl group on N-3 of the 5,6-dimethylbenzimidazole moiety). The thermal isomerization of both Co-methyl-cobalamins is in accord with the observed formation of Co-14CH3-cobinamide on heating of Co-14CH3-cobalamin with Co-CH3-cobinamide.

Reaction of Xenon Difluoride. Part II. Oxidative-fluorination of Phosphorus and Iodine Compounds and Cleavage of Silicon–Sulfur and Silicon–Nitrogen Bonds

1975 ◽  
Vol 53 (20) ◽  
pp. 3044-3052 ◽  
Author(s):  
James Andrew Gibson ◽  
Ronald Kirk Marat ◽  
Alexander F. Janzen
Keyword(s):  
Methyl Iodide ◽  
Xenon Difluoride ◽  
Alkyl Aryl ◽  
Tert Butyl ◽  
Butyl Group ◽  
Tert Butyl Group ◽  
Iodine Compounds ◽  
Stable Xenon ◽  
Nitrogen Bonds ◽  
Nitrogen Bond

Reaction of alkyl(aryl)phosphines with xenon difluoride gives alkyl(aryl)hydridofluorophosphoranes which were characterized by proton and fluorine n.m.r. spectroscopy. With phenylchlorophosphines, substitution of chlorine by fluorine accompanied oxidative-fluorination to give phenylfluorophosphoranes, (C6H5)nPF5−n. With tert-butylchlorophosphines, chlorination of the tert-butyl group accompanied oxidative-fluorination, and a mixture of products was obtained. Reaction of xenon difluoride with methyl iodide gives methyliodine(III) difluoride, characterized by proton and fluorine n.m.r. spectroscopy.Silicon–sulfur and silicon-nitrogen bonds are cleaved by xenon difluoride and an intermediate containing a xenon–nitrogen bond is postulated.Reaction of xenon difluoride with hexafluoroacetone, perfluoropinacol, or disodium perfluoropinacolate failed to give stable xenon esters.

Thiazoloisoquinolines. III. Structure and methylation of 2-hydroxythiazolo[4,5-c]- and -[5,4-c]isoquinolines

1968 ◽  
Vol 46 (5) ◽  
pp. 691-694 ◽  
Author(s):  
Catherine E. Hall ◽  
Alfred Taurins
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Methyl Iodide ◽  
Dimethyl Sulfate ◽  
The Other ◽  
Thiazole Ring ◽  
Spectral Evidence ◽  
Other Hand ◽  
Methylating Agents ◽  
Nuclear Magnetic

2-Hydroxythiazolo[4,5-c]isoquinoline (1) and 2-hydroxythiazolo[5,4-c]isoquinoline (2) were both found to exist predominantly in the lactam form (1b and 2b respectively) from infrared, nuclear magnetic resonance, and ultraviolet spectral evidence. Various methylating agents methylated compound 1 exclusively on the N-3 atom in the thiazole ring. Compound 2 on the other hand, gave a mixture of O-and N-3 methylated products with diazomethane and a mixture of N-1 and N-4 methylated products with either methyl iodide or dimethyl sulfate.

scholarly journals Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil

2019 ◽  
Vol 8 (3) ◽  
pp. 239-244
Author(s):  
Muhammad Idham Darussalam Mardjan ◽  
◽  
Dhina Fitriastuti ◽  
Bambang Purwono ◽  
Jumina Jumina ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Benzyl Alcohol ◽  
Substitution Reaction ◽  
Dimethyl Sulfate ◽  
Benzyl Bromide ◽  
Solvent Free ◽  
Alkylation Reaction ◽  
Synthetic Method ◽  
Free Condition ◽  
Solvent Free Condition

This study describes simple synthetic method to prepare 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil. The salt were synthesized in four steps. Initially, commercial gandapura oil was directly subjected to the alkylation reaction under basic condition using dimethyl sulfate to give methyl 2-methxybenzoate in 86% yield. Next, the produced benzoate ester was reduced by LiAlH4 to produce 2-methoxybenzyl alcohol in 67% yield. The treatment of benzyl alcohol with phosphorus tribromide under solvent free condition produced the corresponding benzyl bromide (in 67% yield), which was directly introduced into bimolecular nucleophilic substitution reaction with 1,10-phenantroline monohydrate to finally give the desired product in 63% yield.

scholarly journals Single-Step Methylation of Chitosan Using Dimethyl Carbonate as a Green Methylating Agent

Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 3986 ◽  
Author(s):  
Ellen B. Hemming ◽  
Anthony F. Masters ◽  
Alvise Perosa ◽  
Maurizio Selva ◽  
Thomas Maschmeyer
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Nmr Spectroscopy ◽  
Methyl Iodide ◽  
1H Nmr ◽  
1H Nmr Spectroscopy ◽  
Dimethyl Carbonate ◽  
Dimethyl Sulfate ◽  
Single Step ◽  
Chitosan Derivative

N,N,N-Trimethyl chitosan (TMC) is one chitosan derivative that, because of its improved solubility, has been studied for industrial and pharmaceutic applications. Conventional methods for the synthesis of TMC involve the use of highly toxic and harmful reagents, such as methyl iodide and dimethyl sulfate (DMS). Although the methylation of dimethylated chitosan to TMC by dimethyl carbonate (DMC, a green and benign methylating agent) was reported recently, it involved a formaldehyde-based procedure. In this paper we report the single-step synthesis of TMC from chitosan using DMC in an ionic liquid. The TMC synthesised was characterised by 1H NMR spectroscopy and a functionally meaningful degree of quaternisation of 9% was demonstrated after a 12-h reaction time.

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