19718-92-4 Usage
Description
1,1-Dimethoxy-N,N-dimethyl-1-butanamine, also known as 4-(N,N-Dimethylamino)butanal Dimethyl Acetal, is a chemical compound that serves as a reactant in the synthesis of hallucinogenic tryptamines. It is the acetal of 4-(N,N-dimethylamino)butanal and is characterized by its solubility in organic solvents and pale brown oil appearance. 1,1-Dimethoxy-N,N-dimethyl-1-butanamine can be prepared in a single step with a high yield by reacting methanesulfonic acid with dimethyl acetaldehyde, using sulfuric acid and methane as catalysts.
Uses
Used in Pharmaceutical Industry:
1,1-Dimethoxy-N,N-dimethyl-1-butanamine is used as a reactant for the synthesis of hallucinogenic tryptamines, which are compounds with significant applications in the field of psychopharmacology. These tryptamines can be utilized for research purposes, understanding the mechanisms of hallucination, and potentially developing new treatments for various psychiatric disorders.
Used in Organic Synthesis:
In the chemical industry, 1,1-Dimethoxy-N,N-dimethyl-1-butanamine is used as a building block for various organic syntheses. Its versatile structure allows it to be employed in the creation of amides or sulfones, contributing to the development of new compounds with potential applications in various sectors, such as materials science, pharmaceuticals, and agrochemicals.
Synthesis
synthesis of 4-(N,N-Dimethylamino)butanal dimethyl acetal: 4- Chlorobutanal dimethyl acetal (2) (100 g, 0.655 mol) was dissolved in aqueous dimethyl amine solution (200 mL) and the solution is stirred for 15 min at ambient temperature. The reaction mixture was then warmed to 50 oC and stirred for 3 h. After the reaction mixture was cooled to room temperature, the product was extracted with methylene chloride (2 × 250 mL). The combined organic layers were washed with 5 % NaHCO3 solution (2 × 100 mL) and brine solution (2 × 100 mL). The organic layer was evaporated and the residue was distilled to afford 88 g (84 %) of 4-(N,Ndimethylamino)butanal dimethyl acetal as a colourless liquid with 99.6 % purity by GC: b.p. 40 oC/1 mm Hg.(a) (i) Sodium carbonate, dichloromethane, 5 oC, 0.5 h (ii) Methanol, conc. H2SO4, room temperature, 3 h, 87 %. (b) Aqueous dimethyl amine solution (30 %), 50 oC, 3 h, 76.0 %1H NMR (CDCl3, 200 MHz): δ 1.47-1.63 (m, 4H), 2.21 (s, 6H), 2.24 (t, J = 7.0 Hz, 2H), 3.31 (s, 6H), 4.37 (t, J = 5.4 Hz, 2H). IR (cm-1): 2945 (-CH2-), 2816 (-CH-), 1464 (C-N), 1074 (-C-O-). Mass: m/z 162.5 (M+1).
Check Digit Verification of cas no
The CAS Registry Mumber 19718-92-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,7,1 and 8 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 19718-92:
(7*1)+(6*9)+(5*7)+(4*1)+(3*8)+(2*9)+(1*2)=144
144 % 10 = 4
So 19718-92-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H19NO2/c1-6-7-8(10-4,11-5)9(2)3/h6-7H2,1-5H3
19718-92-4Relevant articles and documents
Use of novel haptens in the production of antibodies for the detection of tryptamines
Mary?ka, Michal,Fojtíková, Lucie,Jurok, Radek,Holubová, Barbora,Lap?ík, Old?ich,Kucha?, Martin
, p. 16243 - 16250 (2018/05/22)
Tryptamines are a group of hallucinogenic drugs whose detection in body fluids could be simplified by immunochemical assay kits. Antibodies for these assays are obtained by the immunization of laboratory animals with conjugates of a hapten similar to the target analyte and a suitable protein. Therefore we synthesized novel haptens derived from tryptamine-based drugs, with N,N-dimethyltryptamine (DMT), 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) and N,N-diisopropyltryptamine (DiPT) selected as the target analytes. Their structures were modified with a short linker ended with a carboxylic group. The haptens were conjugated with bovine serum albumin (BSA) and rabbits were immunized with the conjugates. The obtained polyclonal antibodies showed good reactivity and the LOD of the constructed ELISAs was in the range 0.006-0.254 ng mL-1. Thus, they are suitable for the development of immunochemical assay kits.
A NOVEL PROCESS FOR PREPARATION OF INDOLE DERIVATIVES
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Page 9, (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.
Improved Fischer indole reaction for the preparation of N,N-dimethyltryptamines: Synthesis of L-695-894, a potent 5-HT(1D) receptor agonist
Chen,Senanayake,Bill,Larsen,Verhoeven,Reider
, p. 3738 - 3741 (2007/10/02)
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