1116-77-4 Usage
Description
4,4-Diethoxy-N,N-dimethyl-1-butanamine, also known as 4-Dimethylaminobutyraldehyde Diethyl Acetal, is a light yellow liquid with chemical properties that make it a versatile compound in the field of organic synthesis and pharmaceuticals. It serves as an intermediate for the production of various medications, particularly those targeting migraine relief.
Uses
Used in Pharmaceutical Industry:
4,4-Diethoxy-N,N-dimethyl-1-butanamine is used as a pharmaceutical intermediate for the synthesis of Sumatriptan, Rizatriptan, Almotriptan, and Zolmitriptan. These medications are classified as 5-HT1D receptor agonists and are primarily utilized for the treatment of migraines.
Additionally, 4,4-Diethoxy-N,N-dimethyl-1-butanamine is used in the preparation of N,N-Dimethyltryptamines, which are also employed in medicinal treatments, specifically as antimigraine drugs. Its role in the synthesis of these compounds highlights its importance in the development of effective therapies for migraine sufferers.
Preparation
4-Dimethylaminobutyraldehyde diethyl acetal synthesis: The reaction of 1-bromo-3-chloro propane and dimethylamine solution with PEG as a phase transfer catalyst, and obtained 3-dimethylamino-1-chloro propane. 3-dimethylamino-1-chloro propane reacted with magnesium and Grinard reagent was acquired. 4-Dimethylaminobutyraldehyde diethyl acetal is obtained by the reaction of Grinard reagent and triethyl orthoformate. The yield was 70.11%.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 2401, 1994 DOI: 10.1016/0040-4039(94)85230-8
Check Digit Verification of cas no
The CAS Registry Mumber 1116-77-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 6 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1116-77:
(6*1)+(5*1)+(4*1)+(3*6)+(2*7)+(1*7)=54
54 % 10 = 4
So 1116-77-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H23NO2/c1-5-12-10(13-6-2)8-7-9-11(3)4/h10H,5-9H2,1-4H3
1116-77-4Relevant articles and documents
A NOVEL PROCESS FOR PREPARATION OF INDOLE DERIVATIVES
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Page 9-10, (2010/02/09)
A novel process of preparation of a compound of 3-(2-Dimethylamino)-N-methyl-lH-indole-5-methane sulfonamide, which comprises of a reaction 4-hydrazino-N-methyl benzene methane sulfonamide with 4-dimethyl amino butyraldehyde diethyl acetal in a chlorinated solvent in the presence of ethyl poly phosphate and conversion of the crude product to a product of 3-(2-Dimethylamino)-N-methyl-lH-indole-5-methane sulfonamide succinate of extra high purity and colour.
Titanium(IV) Isopropoxide and Sodium Borohydride: A Reagent of Choice for Reductive Amination
Bhattacharyya, Sukanta
, p. 2401 - 2404 (2007/10/02)
The preliminary results on the novel use of titanium(IV) isopropoxide and sodium borohydride in reductive amination reactions are reported.A highly efficient and mild procedure for reductive aminations of formaldehyde with a variety of primary and secondary amines is described.