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Aminoacetaldehyde dimethyl acetal

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Aminoacetaldehyde dimethyl acetal Basic information
Product Name:Aminoacetaldehyde dimethyl acetal
Synonyms:AMINOACETOLDEHYDE DIMETHYL ACETOL;2,2-Dimetoxyethyl Amine;2,2-Dimethoxyethylamin;Glycinal dimethyl acetal;Aminoacetaldehyd Dimethy Acetal;Aminoacetaldehyde dimethyl ace;anjiahuanchun;Aminoacetaldehyde dimethyl acetal ,98%
CAS:22483-09-6
MF:C4H11NO2
MW:105.14
EINECS:245-026-5
Product Categories:Pharmaceutical Intermediates;1;22483-09-6
Mol File:22483-09-6.mol
Aminoacetaldehyde dimethyl acetal Structure
Aminoacetaldehyde dimethyl acetal Chemical Properties
Melting point -78°C
Boiling point 135-139 °C/95 mmHg (lit.)
density 0.965 g/mL at 25 °C (lit.)
refractive index n20/D 1.417(lit.)
Fp 128 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility soluble in Chloroform, Methanol
pka6.95±0.10(Predicted)
form Liquid
color Clear colorless to pale yellow
Water Solubility miscible
BRN 741868
InChI1S/C4H11NO2/c1-6-4(3-5)7-2/h4H,3,5H2,1-2H3
InChIKeyQKWWDTYDYOFRJL-UHFFFAOYSA-N
SMILESCOC(CN)OC
CAS DataBase Reference22483-09-6(CAS DataBase Reference)
NIST Chemistry ReferenceAminoacetaldehyde dimethyl acetal(22483-09-6)
EPA Substance Registry SystemEthanamine, 2,2-dimethoxy- (22483-09-6)
Safety Information
Hazard Codes C,F,Xi
Risk Statements 10-34-36/37/38
Safety Statements 26-36/37/39-45-16-36
RIDADR UN 1993 3/PG 3
WGK Germany 2
Hazard Note Flammable/Corrosive
TSCA TSCA listed
HazardClass 3
PackingGroup III
HS Code 29225000
Storage Class3 - Flammable liquids
Hazard ClassificationsFlam. Liq. 3
Skin Corr. 1B
MSDS Information
ProviderLanguage
2,2-Dimethoxyethylamine English
ACROS English
SigmaAldrich English
ALFA English
Aminoacetaldehyde dimethyl acetal Usage And Synthesis
DescriptionAminoacetaldehyde dimethyl acetal, also known as 2,2-dimethoxy-ethylamine, is a critical intermediate in the synthesis of ivabradine hydrochloride, proline analogs, praziquantel, and other raw materials. The existing process for producing aminoacetal dimethyl acetate uses vinyl acetate as the starting material, and the target product is synthesized through bromination, Gabriel synthesis, and hydrazinolysis.
Chemical Propertiesclear colorless to pale yellow liquid
UsesAmino acetaldehyde dimethyl was used in preparation of chitosan- dendrimer hybrids having various functional groups such as carboxyl, ester and poly(ethylene glycol). It was used in an synthesis of a bicyclic proline analog from L-ascorbic acid and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates.
General DescriptionAminoacetaldehyde dimethyl acetal reacts with sulfone, followed by hydrolysis and reductive amination by adding desired piperazine derivative to yield piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine.
Synthesis1) to disposable in container, add the ammonia soln that monochloroacetaldehyde dimethyl acetal and concentration are 10~40%, stir;
2) by step 1) in reaction solution stir, this reaction solution is warming up to 100~150 ℃;
3) by step 2) in reaction solution distill, reclaim ammoniacal liquor, until steam without obvious cut;
4) in step 3) in reaction solution in to add concentration be 20%~50% aqueous sodium hydroxide solution, regulate pH to 12~14;
5) by step 4) in solution carry out rectifying, collect colourless and light yellow transparent liquid, be target product aminoacetaldehyde dimethyl acetal.
Purification MethodsDry the acetal over KOH pellets and distil it through a 30cm vacuum jacketed Vigreux column (p 11). [Lawson J Am Chem Soc 75 3398 1953, Erickson et al. J Am Chem Soc 77 6640 1955, Beilstein 4 IV 1918.]
Tag:Aminoacetaldehyde dimethyl acetal(22483-09-6) Related Product Information
ETHANE 1,2-Dimethoxyethane Acetylacetaldehyde dimethyl acetal 4-Chlorobutanal dimethyl acetal Methylglyoxal 1,1-dimethyl acetal 2-METHOXYETHYLAMINE Bromoacetaldehyde diethyl acetal Bromoacetaldehyde dimethyl acetal Dimethyldimethoxysilane Dimethyl fumarate Dimethyl carbonate Dimethyl sulfoxide Chloroacetaldehyde diethyl acetal Chloroacetaldehyde dimethyl acetal Dacthal Acetal Triethylamine Dimethoxymethane

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