4,4-Diethoxy-N,N-dimethyl-1-butanamine
- Product Name
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine
- CAS No.
- 1116-77-4
- Chemical Name
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine
- Synonyms
- 4,4-diethoxy-N,N-diMethylbutan-1-aMine;Zolmitriptan USP RC H;Zomitriptan Impurity 05;1-Butanamine,4,4-diethoxy-N,N-;Zolmitriptan Related Compound H;4,4-Diethoxy-N-Dimethylbutylamine;(4,4-DIETHOXY-BUTYL)-DIMETHYL-AMINE;4,4-DIETHOXY-N,N-DIMETHYLBUTANAMINE;Zolmitriptan USP Related Compound H;4-DiMethylaMinobutanol diethylacetal
- CBNumber
- CB7176364
- Molecular Formula
- C10H23NO2
- Formula Weight
- 189.3
- MOL File
- 1116-77-4.mol
4,4-Diethoxy-N,N-dimethyl-1-butanamine Property
- Boiling point:
- 194-195C
- Density
- 0.844 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.421(lit.)
- Flash point:
- 158 °F
- storage temp.
- 2-8°C
- solubility
- Chloroform, Ethyl Acetate
- form
- Oil
- pka
- 9.71±0.28(Predicted)
- color
- Colourless to Pale Yellow
- InChI
- InChI=1S/C10H23NO2/c1-5-12-10(13-6-2)8-7-9-11(3)4/h10H,5-9H2,1-4H3
- InChIKey
- QKXMWBLNSPNBEY-UHFFFAOYSA-N
- SMILES
- C(N(C)C)CCC(OCC)OCC
- CAS DataBase Reference
- 1116-77-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,C
- Risk Statements
- 41-34-10-36/37/38
- Safety Statements
- 26-36/37/39-16-37
- RIDADR
- UN 3267 8 / PGIII
- WGK Germany
- 3
- HS Code
- 29225090
N-Bromosuccinimide Price
- Product number
- 647055
- Product name
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine
- Packaging
- 5g
- Price
- $79.1
- Updated
- 2025/07/31
- Product number
- 1727097
- Product name
- Zolmitriptan Related Compound H
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 50mg
- Price
- $1360
- Updated
- 2025/07/31
- Product number
- D3973
- Product name
- 4-(Dimethylamino)butyraldehyde Diethyl Acetal
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $32
- Updated
- 2025/07/31
- Product number
- D3973
- Product name
- 4-(Dimethylamino)butyraldehyde Diethyl Acetal
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $87
- Updated
- 2025/07/31
- Product number
- 647055
- Product name
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine
- Packaging
- 25g
- Price
- $500
- Updated
- 2025/07/31
4,4-Diethoxy-N,N-dimethyl-1-butanamine Chemical Properties,Usage,Production
Chemical Properties
Light yellow liquid
Uses
4,4-Diethoxy-N,N-dimethyl-1-butanamine is used in organic synthesis and pharmaceutical intermediates, it is an intermediate for Sumatriptan, Rizatriptan, Almotriptan, Zolmitriptan.
Application
4-Dimethylaminobutyraldehyde Diethyl Acetal (Zolmitriptan USP Related Compound H) is used in the preparation of N,N-Dimethyltryptamines, 5-HT1D receptor agonists, for medicinal treatments such as antimigraine drugs.
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
Synthesis
109-54-6
122-51-0
1116-77-4
Magnesium shavings (25 g) were added to a 2L four-necked round-bottomed flask under nitrogen protection. Benzene (50 mL), benzene solution of 3-chloro-1-(N,N-dimethyl)propylamine (50 mL), triethyl orthoformate (20 g), and a small amount of iodine crystals were added sequentially and slowly heated to reflux temperature. After 15-20 minutes of refluxing, a vigorous reaction was observed, indicating the onset of the Grignard reaction. The remaining benzene solution of 3-chloro-1-(N,N-dimethyl)propylamine and triethyl orthoformate (174 g, where R3 = R5 = Et) were loaded into two charging funnels and added slowly and dropwise to the reaction mixture over a period of 3-4 hr, maintaining reflux. After completion of the reaction, it was cooled to 25 °C and filtered through a diatomaceous earth pad. The filter cake was washed with benzene (100 mL). Benzene was removed by distillation at atmospheric pressure using a 20 cm Vigreux column. The residue was distilled under mild vacuum with a controlled bath temperature below 100 °C to recover excess triethyl orthoformate (60 g). Finally, 4-dimethylaminobutyraldehyde diethyl acetal was purified by reduced pressure distillation to give 125 g (75.8% yield) of a colorless liquid with a boiling point of 140-150°C/15-20 mmHg.
References
[1] Patent: WO2003/101931, 2003, A2. Location in patent: Page 14-15
[2] Patent: WO2003/101931, 2003, A2. Location in patent: Page 15-16
[3] Patent: WO2004/99141, 2004, A1. Location in patent: Page 9-10
4,4-Diethoxy-N,N-dimethyl-1-butanamine Preparation Products And Raw materials
Raw materials
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View Lastest Price from 4,4-Diethoxy-N,N-dimethyl-1-butanamine manufacturers
- Product
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine 1116-77-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-22
- Product
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine 1116-77-4
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-15
- Product
- 4,4-Diethoxy-N,N-dimethyl-1-butanamine 1116-77-4
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10
- Release date
- 2024-07-14