4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Chemical Properties

Melting point:

110-114 °C

Flash point:

92.5 °C

storage temp. 

-20°C

solubility 

DMSO (Slightly), Methanol (Sparingly), Water (Slightly)

form 

Powder or Chunks

color 

White

Water Solubility 

Soluble in water, Methanol.

BRN 

8026872

Stability:

Hygroscopic

InChI

InChI=1S/C10H17N4O3.ClH.H2O/c1-14(4-6-17-7-5-14)8-11-9(15-2)13-10(12-8)16-3;;/h4-7H2,1-3H3;1H;1H2/q+1;;/p-1

InChIKey

BMTZEAOGFDXDAD-UHFFFAOYSA-M

SMILES

[N+]1(C)(CCOCC1)C1=NC(=NC(OC)=N1)OC.O.[Cl-]

CAS DataBase Reference

3945-69-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

22-34-40-20/21/22

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

10-21

HazardClass 

8

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Usage And Synthesis

Chemical Properties

White powder or chunks

Uses

DMTMM, a conjugating agent that efficiently conjugat PnPS to Luminex microspheres without affecting the antigenicity of a broad set of PnPS.

Uses

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride hydrate is used as a pharmaceutical intermediate. It is used as a reagent for activating carboxylic acids in solution and solid phase peptide synthesis.

Uses

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride can be used as a condensing agent for the following transformations:

• Condensation of carboxylic acids and amines to the corresponding amides in tetrahydrofuran.
• Esterification of carboxylic acids with alcohols to the corresponding esters.
• Conversion of carboxylic acids to the corresponding Weinreb amides in protic solvents.

reaction suitability

reaction type: Coupling Reactions

Synthesis

GENERAL METHODS: N-methylmorpholine (NMM, 6.0 mmol) was slowly added dropwise to a stirred solution of 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT, 1.5 mmol) in anhydrous dichloromethane (CH2Cl2, 15 mL) under anhydrous conditions with continuous stirring for 10 min. Subsequently, Schiff base (1.0 mmol) and carboxylic acid (1.5 mmol) were added to the resulting white suspension of 4-(4,6-dimethoxytriazin-2-yl)-4-methylmorpholine hydrochloride (DMTMM salt) and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was washed sequentially with saturated sodium bicarbonate solution (NaHCO3, 15 mL) and brine (15 mL), dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure. The product was purified by silica gel short column chromatography (with ethyl acetate (EtOAc) as eluent) or by crystallization from 2-azetidinone (3l-m) to give the pure product 2-azetidinone (3a-k, 3n-o).

References

[1] Tetrahedron Letters, 1999, vol. 40, # 29, p. 5327 - 5330
[2] Tetrahedron, 1999, vol. 55, # 46, p. 13159 - 13170
[3] Tetrahedron Letters, 2010, vol. 51, # 1, p. 20 - 22
[4] Letters in Organic Chemistry, 2015, vol. 12, # 1, p. 44 - 49
[5] Tetrahedron Letters, 2002, vol. 43, # 18, p. 3323 - 3326

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride(3945-69-5)Related Product Information

• 2,2'-Dithiodipyridine
• MORPHOLINIUM CHLORIDE
• 2-AMINO-4,6-DIMETHOXY-1,3,5-TRIAZINE
• 4,4-dimethylmorpholinium chloride
• AMMELIDE
• 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride