Synthesis of acetaldehyde ammonia trimer (hexahydro-2,4,6-trimethyl-1,3,5-triazine)

Preparation of of acetaldehyde ammonia trimer

Preparation of of acetaldehyde ammonia trimer (hexahydro-2,4,6-trimethyl-1,3,5-triazine)

Preparation of of acetaldehyde ammonia trimer (hexahydro-2,4,6-trimethyl-1,3,5-triazine)

A condenser filled with warm 30° C water is attached to reaction flask containing crude acetaldehydeAcetaldehyde should fill no more than two thirds of the flask.  To the top of the condenser, a glass tube is attached which is connected to a wash bottle filled with 50 ml of ether. In additional, a second wash bottle containing 50 ml of ether is connected to the first. The crude acetaldehyde is then gently boiled and the distilled vapors are absorbed by ether. When the distillation process is complete the ethereal solutions are combined and transferred in a beaker cooled with a salt-ice bath.  To the ethereal solution of acetaldehyde, a dry ammonia is bumbled through a funnel or wide tube immersed near the bottom of the solution. When the solution is saturated with ammonia and (this can take 1 hour) acetaldehyde ammonia trimer is separated out. Acetaldehyde ammonia trimer is collected by filtration, washed with a small amount of ether, and allow them to dry in a desiccator or vacuum. The yield of is acetaldehyde ammonia trimer about 30 g.

The practical methods of organic chemistry, by L. Gattermann, 145, 1909

IUPAC Name

2,4,6-trimethyl-1,3,5-triazinane

InChI

InChI=1S/C6H15N3/c1-4-7-5(2)9-6(3)8-4/h4-9H,1-3H3

InChI Key

MZSSRMMSFLVKPK-UHFFFAOYSA-N

Canonical SMILES

CC1NC(NC(N1)C)C

Depositor-Supplied Synonyms

Acetaldehyde ammonia trimer, Hexahydro-2,4,6-trimethyl-1,3,5-triazine, 2,4,6-trimethyl-1,3,5-triazinane, ST51037461, 1,3,5-Triazine, hexahydro-2,4,6-trimethyl-, Hexahydro-2,4,6-trimethyl-1,3,5-triazine trihydrate, 638-14-2, EINECS 211-321-2, Aldehyde Ammonia Trimer, AC1L2BZE, AC1Q4VSC, SCHEMBL427329, 00090_FLUKA, AR-1D3109, AKOS006222321, AKOS006351739, 2,4,6-trimethyl-[1,3,5]triazinane, 2,4,6-trimethyl-1,3,5-triazaperhydroine, A0201, 2,4,6-Trimethylhexahydro-1,3,5-triazine Trihydrate, I14-19222

Removed Synonyms

ACETALDEHYDE AMMONIA, CID69486, 58052-80-5, 75-39-8, 64622-41-9

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