IL44292A - Preparation of 2-aminoindane derivatives - Google Patents

Preparation of 2-aminoindane derivatives

Info

Publication number
IL44292A
IL44292A IL44292A IL4429273A IL44292A IL 44292 A IL44292 A IL 44292A IL 44292 A IL44292 A IL 44292A IL 4429273 A IL4429273 A IL 4429273A IL 44292 A IL44292 A IL 44292A
Authority
IL
Israel
Prior art keywords
formula
represent
acid addition
lower alkyl
carbon atoms
Prior art date
Application number
IL44292A
Original Assignee
Christiaens Sa A
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Christiaens Sa A filed Critical Christiaens Sa A
Publication of IL44292A publication Critical patent/IL44292A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/54—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to two or three six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/29—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
    • C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
    • C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

The 42472 3603 DB ACVHC 9 This invention relates to a process for preparing derivatives of of the formula n is equal to 2 or the group having a straight or branched and represent a lower alkyl radical containing 1 to 3 carbon whereby may also together with the adjacent nitrogen saturated atom a heterocyclic is hydrogen or one or more substituents selected from lower alkoxy and halogen in the meta para position of the phenyl radical and A represents an alkoxy radical containing 1 to 3 carbon atoms or a group of the formula be identical or different represent a lower alkyl or hydroxyalkyl whereby may also represent whereas and may also form with the attached nitrogen atom a nitrogenous saturated heterocyclic as well as the acid addition salts of said The compounds of formula are useful for the treatment of heart According to French Patent 2 081 there is known a process for preparing or by reacting arainoindane with sodium amide to form a sodium salt of the which sodium salt is then reacted with a chlorinated According to this the compounds of is reacted with the monohydrochloride of a aniline of the formula In the above formulae and R and A have the above The substituted anilines of formula are known compounds which may be prepared by the method described by Hauser and Martin EXAMPLE 1 Preparation of monohydrochloride n 3 20 g of the monohydrochloride of aniline and 5 g of mesylate are refluxed during 24 hours in 1 ml of After tion to 100 ml of water are added to the mixture and the pH of the mixture is brought to The mixture is then extracted with The phase tains unreacted substituted aniline and the desired By chromatography on 1 g of the desired product is 21 EXAMPLES 2 to 10 By the method described in Example 1 using the appropriate aniline the pounds of formula identified in the following table have been In some indicated in the other acid addition salts than the hydrochloride have been TABLE insufficientOCRQuality

Claims (1)

1. 44292/2 C L A I M A process for preparing derivatives of 2-aminoindane formula wherein n is equal 2 or 3, the (CHg^ SrouP having a straight or branched chain, and R represent a lower alkyl radical containing 1 to 3 carbon atoms, whereby and R2 may also form together with_the adjacent nitrogen atom a nitrogenous saturated heterocyclic" ring'," R5 " s _hyd'rogen~or "one-orTT\ore~substirt eh"ts selected, from lower alkoxy and halogen · in the ortho, meta and/o para position of the phenyl radical and A represents hydrogen, an alkoxy radical containing 1 to 3 carbon atoms or a group in which R, and R. which may be identical or different represent a lower alkyl or hydroxyalkyl radical, whereby may also represent hydrogen, whereas and R4 may also form with the attached nitrogen atom a nitrogenous saturate heterocyclic ring, as well as the acid addition salts of said compounds, said process comprising the reaction of a 2-indanol mesylate of the formula: •with the monohydrochloride of a N-substituted aniline of the formula : n, R1 , R2, R5 and A have the above meanings, the obtained compound of formula I being converted into an acid addition salt, if desired.
IL44292A 1973-03-01 1973-03-01 Preparation of 2-aminoindane derivatives IL44292A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB998873 1973-03-01

Publications (1)

Publication Number Publication Date
IL44292A true IL44292A (en) 1977-04-29

Family

ID=9882477

Family Applications (2)

Application Number Title Priority Date Filing Date
IL44292A IL44292A (en) 1973-03-01 1973-03-01 Preparation of 2-aminoindane derivatives
IL44292A IL44292A0 (en) 1973-03-01 1974-02-26 The preparation of 2-aminoindane derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
IL44292A IL44292A0 (en) 1973-03-01 1974-02-26 The preparation of 2-aminoindane derivatives

Country Status (11)

Country Link
JP (1) JPS546552B2 (en)
AR (1) AR203639A1 (en)
AT (1) AT328429B (en)
CA (1) CA997786A (en)
CH (1) CH587795A5 (en)
DD (1) DD110650A5 (en)
ES (1) ES423745A1 (en)
IL (2) IL44292A (en)
LU (1) LU69496A1 (en)
NL (1) NL7402739A (en)
ZA (1) ZA741195B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006036936A2 (en) 2004-09-27 2006-04-06 Bridge Pharma, Inc. The s-isomer of 2-{2-[n-(2-indanyl)-n-phenylamino]ethyl}piperidine and other dermal anesthetic agents
CA2655809C (en) 2006-07-21 2013-10-01 Bridge Pharma, Inc. Dermal anesthetic compounds
US9044482B2 (en) 2012-08-15 2015-06-02 Asana Biosciences, Llc Use of aminoindane compounds in treating overactive bladder and interstitial cystitis

Also Published As

Publication number Publication date
IL44292A0 (en) 1974-05-16
AT328429B (en) 1976-03-25
AR203639A1 (en) 1975-09-30
AU6606974A (en) 1975-08-28
CH587795A5 (en) 1977-05-13
JPS546552B2 (en) 1979-03-29
ZA741195B (en) 1975-01-29
ES423745A1 (en) 1976-04-16
DD110650A5 (en) 1975-01-05
NL7402739A (en) 1974-09-03
CA997786A (en) 1976-09-28
LU69496A1 (en) 1974-06-05
JPS5029542A (en) 1975-03-25
ATA170574A (en) 1975-06-15

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