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ChemicalBook CAS DataBase List Hexahydro-1,3,5-tris(hydroxyethyl)-s-triazine
4719-04-4

Hexahydro-1,3,5-tris(hydroxyethyl)-s-triazine synthesis

4synthesis methods
Formaldehyde

50-00-0

Monoethanolamine

141-43-5

Hexahydro-1,3,5-tris(hydroxyethyl)-s-triazine

4719-04-4

General procedure for the synthesis of hydroxyethyl hexahydrohomotriazine from formaldehyde and 2-aminoethanol: To 6.1 g (0.1 mol) of 2-aminoethanol was added 3.0 g (0.1 mol as formaldehyde) of a 20 mL methanol solution of paraformaldehyde, and the mixture was stirred for 48 h at room temperature. Upon completion of the reaction, the solvent was removed by rotary evaporator and the residue was distilled under reduced pressure to give 6.3 g (86% yield) of light yellow viscous liquid. The physicochemical properties of the obtained compound (I) were in accordance with the data reported in literature [9].

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Yield:4719-04-4 92 g

Reaction Conditions:

at 50 - 80; for 1 h;

Steps:

4 Example 4
For comparison to Example 1, in Example 4, a symmetrical triazine was made in a flask equipped with a stirrer, condenser, and temperature control device. The flask was charged with 1 Mole (31.25 gm) of 96% pure paraformaldehyde. 1 Mole (61 gm) of monoethanolamine (MEA) was added drop-wise to the flask containing the paraformaldehyde while controlling the temperature in the flask to below 50 °C. After the all the MEA wa added, the contents of the flask were stirred for 1 hour while the temperature of the flask, was maintained at 80 °C. After one hour, 92 grams of symmetrical triazine was collected. The symmetrical triazine that was produced with the above method had a freezing point of -40 °F (-40 °C).

References:

GENERAL ELECTRIC COMPANY;KAPLAN, Gregory WO2013/70385, 2013, A1 Location in patent:Paragraph 0021

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