Methylaminoacetaldehyde dimethyl acetal

Methylaminoacetaldehyde dimethyl acetal Basic information
Synthesis
Product Name:Methylaminoacetaldehyde dimethyl acetal
Synonyms:1-METHYLAMINO-2,2-DIMETHOXYETHANE;2,2-DIMETHOXY-N-METHYLETHYLAMINE;2-(METHYLAMINO)ACETALDEHYDE DIMETHYLACETAL;1,1-DIMETHOXY-2-(METHYLAMINO)-ETHANE;(methylamino)-acetaldehyddimethylacetal;2,2-Dimethoxyethyl(methyl)amine;2,2-dimethoxy-n-methyl-ethanamin;2,2-Dimethoxy-N-methylethanamine
CAS:122-07-6
MF:C5H13NO2
MW:119.16
EINECS:204-520-0
Product Categories:
Mol File:122-07-6.mol
Methylaminoacetaldehyde dimethyl acetal Structure
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.)
Fp 85 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka8.29±0.20(Predicted)
form liquid &_& neat
color Colorless to Light yellow to Light orange
PH10.9 (10g/l, H2O, 20℃)
Water Solubility miscible
Sensitive Air Sensitive
BRN 605322
CAS DataBase Reference122-07-6(CAS DataBase Reference)
NIST Chemistry ReferenceEthanamine, 2,2-dimethoxy-N-methyl-(122-07-6)
EPA Substance Registry SystemEthanamine, 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
2-10
Hazard Note Irritant
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29225000
Hazardous Substances Data122-07-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
1,1-Dimethoxy-2-(methylamino)-ethane English
SigmaAldrich English
ACROS English
ALFA English
Methylaminoacetaldehyde dimethyl acetal Usage And Synthesis
SynthesisIn 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%.
DescriptionMethylaminoacetaldehyde 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 Propertiesclear colorless to light yellowish liquid
Uses2,2-Dimethoxy-N-methylethanamine is an impurity formed in the synthetic process of Methimazole (M260300), a thiourea antithyroid agent that prevents iodine organification,
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.

Methylaminoacetaldehyde dimethyl acetal Preparation Products And Raw materials
Raw materialsMethylamine-->Chloroacetaldehyde dimethyl acetal
Preparation Products2,2'-METHYLIMINOBIS-(ACETALDEHYDE DIMETHYL ACETAL)-->1-Methyl-1,3-dihydro-imidazol-2-one
2-Aminobenzyl alcohol Emamectin 4-Chlorobutanal dimethyl acetal Chloroacetaldehyde dimethyl acetal 2,2-Dimethoxyethylamine Acetylacetaldehyde dimethyl acetal ETHANE Hexafluoroethane Acetal Dimethyl fumarate 1,1-Dimethoxyethane Bromoacetaldehyde dimethyl acetal 2-(Trifluoromethoxy)aniline Dimethyl sulfoxide 1,1-Dimethoxy-N,N-dimethylethylamine Dimethoxymethane Polyoxymethylene 2,2-Diethoxyethylamine

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