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ChemicalBook CAS DataBase List METHYL MERCAPTAN
74-93-1

METHYL MERCAPTAN synthesis

14synthesis methods
Methanethiol is prepared commercially by the reaction of methanol with hydrogen sulfide gas over an acidic solid catalyst, such as alumina. It can be prepared by the reaction of methyl iodide with thiourea.
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Yield:28145-10-0 100%

Reaction Conditions:

in water at 50 - 55; for 1 h;

Steps:

18 EXAMPLE 18; N-Ethyl-N'methyl Urea

The reaction mixture constituted by N-ethyl, S-methyl thiocarbamate (g 8.45, moles 0.071) and methylamine (g 6.6, moles 0.213; g 16.5 of 40% aqueous solution) is continuously stirred and heated to 50-55 C. The freed methanthiol is absorbed by a sodium hydroxide aqueous solution. GC monitoring shows that the reaction is completed in 1 hour. The methanthiol is completely removed from the reaction mixture through an air flow. The methylamine that is still present and the water are removed by means of a rotating evaporator, with the possible help of an azeotrope-producing solvent. g 7.24 (quantitative yield) of virtually pure (TLC, GC, GC-MS verified) N-ethyl-N-methyl urea is produced; after drying it with chloroform and subsequently crystallising it from ethylic ether, it has m.p. 50.5-51.0 C.; MS: m/e 102 (M+); 1H NMR (CDCl3), d=1.12 (t, J=7.00 Hz, 3H, CH2CH3), 2.75 (d, J=5.00 Hz, 3H, NHCH3), 3.17 (dq, J=7.00 Hz, 2H, CH2), 5.53 (enlarged s, 1H, NH).

References:

US6723875,2004,B1 Location in patent:Page column 8-9

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