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132335-47-8

132335-47-8 Structure

132335-47-8 Structure
IdentificationMore
[Name]

S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate
[CAS]

132335-47-8
[Synonyms]

s-(+)-n,n-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)-1-propanamine oxalate
S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate
(S)-N,N-Dimethyl-g-(1-naphthalenyloxy)-2-thiophenepropanamine ethanedioate (1:1)
(S)-(+)-N,N-Dimethyl-3-(1-Naphthalenyloxy)-3-(2-Thinyl)Propanamine Oxalate
(S)-(+)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)-propanamine oxalate
(S)-(+)-N,N-DIMETHYL-3-NAPTHTOXY-(2-THIOPHENE) PROPYLAMINE OXALATE
Duloxetine intermediate
S-(+)-N1N-DIMETHYL-3-(1-NAPHTHALENYLOXY)-3-(2-THIENYL)-1-PROPANAMINE OXALATE
(S)-(+)-N,N-dimethyl-3-(1-naphthloxy)-3-(2-thienyl)prpylamine oxalate
S(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamineoxalate
(S)-(+)-N,N-DIMETHYL-3-(1-NAPTHTALENYLOXY)-3-(2-THIENYL)-1-PROPANAMINEHYDROCHLORIDE
S-(+)-N,N-DIMETHYL-3-(1-NAPHTHALENYLOXY)-3-(2-THIENYL)-1-PROPANEMAINEOXALATE
(S)-(+)-N,N-DIMETHYL-3-NAPHTHOXY-(2-THIENYL)-PROPANAMINE OXALATE, DULOXETIN INTERMEDIATE
(S)-(+)-N,N-DIMETHYL-3-NAPHTHOXY-(2-THIOPHENE)-PROPYLAMINE OXALATE
[EINECS(EC#)]

603-567-8
[Molecular Formula]

C21H23NO5S
[MDL Number]

MFCD08458302
[Molecular Weight]

401.48
[MOL File]

132335-47-8.mol
Chemical PropertiesBack Directory
[Melting point ]

>145°C (dec.)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[Major Application]

pharmaceutical small molecule
[InChI]

InChI=1/C19H21NOS.C2H2O4/c1-20(2)13-12-18(19-11-6-14-22-19)21-17-10-5-8-15-7-3-4-9-16(15)17;3-1(4)2(5)6/h3-11,14,18H,12-13H2,1-2H3;(H,3,4)(H,5,6)/t18-;/s3
[InChIKey]

GYUDMXKAVMKVPS-QAYAHANANA-N
[SMILES]

N(C)(C)CC[C@H](OC1=C2C(C=CC=C2)=CC=C1)C1SC=CC=1.C(O)(=O)C(O)=O |&1:5,r|
[CAS DataBase Reference]

132335-47-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)Exclamation Mark (GHS07)
GHS02,GHS05,GHS07
[Signal word ]

Warning
[Hazard statements ]

H228-H302-H313-H315-H318
[Precautionary statements ]

P264b-P270-P280-P302+P352-P305+P351+P338-P310-P330-P362+P364-P370+P378r-P403+P233-P501c
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A duloxetine impurity.
[Synthesis]

1-Fluoronaphthalene

321-38-0

Oxalic acid

144-62-7

(R)-3-(diMethylaMino)-1-(thiophen-2-yl)propan-1-ol

132335-49-0

S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate

132335-47-8

General procedure for the synthesis of (S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine oxalate from 1-fluoronaphthalene, oxalic acid and R-3-(dimethylamino)-1-(2-thiophenyl)-1-propanol: R-3-(dimethylamino)-1-(2-thiophenyl)-1-propanol (2.0 g, 0.011 mol) was was dissolved in dimethylacetamide (100 mL) and a suspension of 60% sodium hydride (463 mg, 0.012 mol) was added slowly and dropwise. The reaction mixture was heated at 70°C with stirring for 20 minutes. Subsequently, 1-fluoronaphthalene (1.27 mL, 0.012 mol) was added dropwise to the reaction system and heating was continued with stirring at 110 °C for 60 min. After completion of the reaction, the reaction mixture was diluted with water and extracted twice with ether. The organic phases were combined, washed sequentially with water and saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give the oily product (S)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine (3.28 g, 75.6% yield).

[References]

[1] Patent: JP2016/172704, 2016, A. Location in patent: Paragraph 0027; 0053
Spectrum DetailBack Directory
[Spectrum Detail]

S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate(132335-47-8)1HNMR
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