Methylaminoacetaldehyde dimethyl acetal Chemical Properties

Melting point:

-73°C

Boiling point:

140 °C (lit.)

Density 

0.928 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.414(lit.)

Flash point:

85 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

liquid &_& neat

pka

8.29±0.20(Predicted)

color 

Colorless to Light yellow to Light orange

PH

10.9 (10g/l, H2O, 20℃)

Water Solubility 

miscible

Sensitive 

Air Sensitive

BRN 

605322

CAS DataBase Reference

122-07-6(CAS DataBase Reference)

NIST Chemistry Reference

Ethanamine, 2,2-dimethoxy-N-methyl-(122-07-6)

EPA Substance Registry System

Ethanamine, 2,2-dimethoxy-N-methyl- (122-07-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36-36/37/38

Safety Statements 

26-36-37/39-16

RIDADR 

UN 1989 3/PG 3

WGK Germany 

3

F 

2-10

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29225000

Hazardous Substances Data

122-07-6(Hazardous Substances Data)

MSDS

• Language:English Provider:1,1-Dimethoxy-2-(methylamino)-ethane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methylaminoacetaldehyde dimethyl acetal Usage And Synthesis

Synthesis

In the autoclave, add 3.00 kg of chloroacetaldehyde dimethyl acetal, 30 kg of 33% methylamine methanol solution, close the autoclave valve, heat up to 130-135 ° C, and the pressure is up to 1.2 MPa, then continue to decrease, and the reaction is incubated for 6 hours. Cool down to 25°C and press into a neutralizer. The temperature was lowered to below 10°C under stirring, 3.26 kg of 40% sodium methoxide methanol solution was added dropwise, and the temperature was kept at 0-5°C for 2-3 hours. After filtration, the filter cake was washed with methanol, and the filtrate was transferred to a distillation pot. Distill methanol at atmospheric pressure until it no longer evaporates, change it to vacuum distillation, turn on brine to condense and collect the intermediate, collect 52-60°C/24mmHg fraction, obtain 2.51kg of methylaminoacetaldehyde dimethyl acetal, GC purity 94.6 %,  yield 83.1%.

Description

Methylaminoacetaldehyde dimethyl acetal can be used as a pharmaceutical synthesis intermediate, such as the preparation of methimazole, the chemical name is 1-methylimidazole-2-thiol, which is an antithyroid drug, and its mechanism of action is to inhibit thyroid endoperoxide Enzymes, thereby hindering the oxidation of iodide absorbed into the thyroid and the coupling of tyrosine, hindering the synthesis of thyroxine (T4) and triiodothyronine (T3). Animal experiments have observed that B lymphocytes synthesize antibodies, reduce the level of thyroid-stimulating antibodies in the blood circulation, and restore the suppressor T cells to normal.

Chemical Properties

clear colorless to light yellowish liquid

Uses

(Methylamino)acetaldehyde dimethyl acetal can be used as a reactant to synthesize:

• Aza[3.3.2] cyclazines by reacting with 5-methyloxazolo[3,2-a]pyridinium salts via synthesis of functionalized 5-aminoindolizines intermediates.
• N-(2,2-Dimethoxyethyl)-N-methyl-3,4-dimethoxyphenylglycine by Petasis reaction with glyoxylic acid and 3,4-dimethoxyphenylboronic acid.
• Substituted imidazoles via copper-catalyzed reaction with various nitriles.

Uses

2,2-Dimethoxy-N-methylethanamine is an impurity formed in the synthetic process of Methimazole (M260300), a thiourea antithyroid agent that prevents iodine organification,

Methylaminoacetaldehyde dimethyl acetal(122-07-6)Related Product Information

• ETHANE
• Dimethoxymethane
• Chloroacetaldehyde dimethyl acetal
• Dimethyl sulfoxide
• Hexafluoroethane
• Emamectin
• 2-Aminobenzyl alcohol
• Bromoacetaldehyde dimethyl acetal
• 2-(Trifluoromethoxy)aniline
• 2,2-Diethoxyethylamine
• Acetal
• Dimethyl fumarate
• Aminoacetaldehyde dimethyl acetal
• 1,1-Dimethoxyethane
• N,N-Dimethylformamide
• Acetylacetaldehyde dimethyl acetal
• 4-Chlorobutanal dimethyl acetal
• Polyoxymethylene