15 research outputs found
Synthesis and antimicrobial activity of some new 2-aminomethyl -5-(4-phenyl-5- mercapto-1,2,4-triazol-3-yl)methoxyindole derivatives
1070-10746-Bromo-2-bromometh yl-1-butyl-3-ethoxycarbonyl-5-
ethoxycarbonylmethoxyindole 2 has
been prepared from 2-methylindole derivative <b style="mso-bidi-font-weight:
normal">1 using NBS as regioselective
brominating agent in the presence of radical initiator like dihenzoyl peroxide.
Compound 2 is then reacted with amines
to yield corresponding 2-aminomethylindole diesters <b style="mso-bidi-font-weight:
normal">3a-b. Hydrolysis of 3a-b
by ethanolic sodium hydroxide gives the corresponding diacids 4a-b. Diesters <b style="mso-bidi-font-weight:
normal">3a-b also react chemoselectively with excess of hydrazine hydrate
(99 <span style="font-size:14.0pt;mso-bidi-font-size:8.0pt;font-family:
Arial">%) to
yield the corresponding monocarbohydrazides <b style="mso-bidi-font-weight:
normal">5a-b instead of the expected dicarbohydrazides <b style="mso-bidi-font-weight:
normal">6a-b. The monocarbohydrazides
5a-b on reaction with
phenylisothiocyanate followed by treatment with NaOH (4 %) solution afford the
required 2-aminomethyl-5-(4-phenyl-5-mcrcapto- 1,2,4-triazol- 3-yl
)methoxyindole derivatives
<span style="font-size:14.0pt;
mso-bidi-font-size:8.0pt;font-family:" times="" new="" roman";mso-fareast-font-family:="" "times="" roman";mso-ansi-language:en-us;mso-fareast-language:en-us;="" mso-bidi-language:ar-sa"="">5a-b<span style="font-size:14.0pt;
mso-bidi-font-size:8.0pt;font-family:" times="" new="" roman";mso-fareast-font-family:="" "times="" roman";mso-ansi-language:en-us;mso-fareast-language:en-us;="" mso-bidi-language:ar-sa"="">. All the newly synthesised compounds are screened for
their antimicrobial activities.</span
Chemoselective reaction of benz[<i>g</i>]indole dicarboxylate towards hydrazine hydrate: Bisheterocycles: Synthesis and antimicrobial activity of some new 1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-oxadiazolyl/triazolyl/ pyrrolylaminocarbonylmethoxy-2-methylbenz[<i>g</i>]indoles
794-800The exclusive formation of
1-[2-hydroxyethyl]-3-ethoxycarbonyl-2-methyl benz[g] indol-5-yloxyacetic
acid hydrazide 6 from
1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-methoxycarbonylmethoxy-2-methylbenz[g]indole 3 revealed
the chemoselectivity of the C5-ester over C3-ester
towards nucleophilic attack of hydrazine hydrate. This monocarbohydrazide 6 is reacted separately with CS2/KOH,
acetonyl acetone and isothiocyanates to secure the desired 1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-(5-mercapto-1,3,4,-oxadiazl-2-y1)methoxy-2-methylbenz[g]indole 7,
1-[2-hydroxyethyl]-3-ethoxy-carbonyl-5-(2,5-dimethylpyrrol-1-yl)aminocarbonylmethoxy-2-methylbenz[g]indole
8 and 1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-(N-substituted
thiosemicarbazinocarbonyl)methoxy-2-methylbenz[g]indole 9a-c. These thiosemicarbazides 9a-c are reacted with 4% NaOH to
produce the 1-[2-hydroxyethyl]2-methybenz[g]indol-5-(4-substituted-5-mercapto-1,2,4-triazol-3-yl)methoxy-3-caboxylic
acids 10a-c. All theses newly
synthsised compounds are screened for their antimicrobial activities
Chemoselective reaction of indole 1,3-dicarboxylates towards hydrazine hydrate: Bisheterocycles: Synthesis and antimicrobial activity of some new 2-methyl-3-ethoxycarbonyl-1-oxadiazolyl/thiazolidinonyl/pyrrolylaminocarbonylmethylindoles
1663-1668Chemoselectivity
of 1-ester over C3-ester of the indole dicarboxylates 3a,b towards the nucleophilic attack of
hydrazine hydrate has been evidenced by the exclusive formation of
1-hydrazinocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles 5a,b which have been further reacted
separately with CS2/KOH, p-chlorobenzaldehyde and acetonyl
acetone to furnish the 1-(5-mercapto-1,3,4-oxadiazol-2-yl)methyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
6a,b, 1-p-Chlorobenzylidenehydrazinocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
7a,b and 1-(2,5-dimethylpyrrol-1-yl)aminocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
8a,b respectively. The Schiff’s bases 7a,b are reacted separately with thioglycolic acid to get the
desired 1-(2-p-chlorophenyl-4-thiazolidinon-1-yl)aminocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
9a,b. These newly synthesised
compounds are screened for their antibacterial and antifungal activities
1,3-Dipolar cycloaddition reactions: Synthesis and antimicrobial activity of novel 1-triazolylethylindole and 1-triazolylethylbenz[g]indole derivatives
1068-1073Indole azide 4 and benz[g]indole azide 12
are reacted separately with dimethyl acetylenedicarboxylate to secure the
desired
1-[4,5-dimethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole
5 and 1-[4,5-dimethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylbenz[g]indole
13, respectively. The reaction of
indole azide 4 and benz[g]indole
azide 12 with ethyl propiolate has
been found to be regiospecific and produce only the
1-[4-ethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole
6 and
1-[4-ethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylbenz[g]indole
14, respectively. Indole azide 4 is also reacted with ethyl
phenylpropolate to secure two isomeric products
1-[4-ethoxycarbonyl-5-phenyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole
8 and
1-[4-phenyl-5-ethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole
9. All these newly synthesised
compounds are screened for their antimicrobial activities
Synthesis and antimicrobial activity of new 1-n-butyl-3-acetyl-5-(2,4-diamino-1,3,5-triazin-6-yl)methoxy-2-methylindole derivatives
1226-12285-Hydroxyindole 1a
is reacted with bromine in acetic acid to yield 6-bromo-5-hydroxyindole
1b. Compounds 1a-b are condensed
with chloroacetonitrile in refluxing acetone in the presence
of K2CO3 to obtain 3-acetyl-1-n-butyl-2-methylindol-5-yloxyacetonitriles
2a-b which are then reacted with
dicyanodiamide in
the presence of KOH in methanol and isopropanol to obtain the required 1-n-butyl-3-acetyl-5-(2,4-diamino-1,3,5-triazin-6-yl)methoxy-2-methylindoles
3a-b. All these new compounds have been screened
for their antibacterial and antifungal activities.
On the Mechanism of Excitation Energy Transfer Involving Long and Short Range Interaction in Dilute Organic Liquid Scintillator Systems
The rate parameter K of solvent-solute energy transfer and the rate parameter K for solvent-quencher energy transfer are determined experimentally under ultraviolet excitation for a system Ethyl 1 butyl-2-methyl-5 ethoxycarboxy methoxy indole-3-carboxylate (EBMEC) in a deoxygenated system comprising 1:9 mixture of toluene-cyclohexane as a function of temperature in the range of 20-70°C, using bromobenzene as a solvent quencher. The data is analysed in terms of compact equation formed by combining Voltz et al. and Birks and Conte models. The interaction distance for the energy transfer from the excited solvent to solute molecules and solvent to quencher molecules are determined using this equation. The magnitude of the interaction distance indicates that the excitation energy transfer takes place due to long-range interaction in the case of solvent-solute energy transfer and short-range interaction in the case of solvent quencher energy transfer in dilute systems
Chemoselectivity of indole-dicarboxylates towards hydrazine hydrate: Part III - Synthesis and antimicrobial activity of novel 4-thiazolidinonylindoles
156-159Exclusive formation of
3-carbethoxyindol-5-yloxyacetic acid hydrazides <b style="mso-bidi-font-weight:
normal">3a,b from 3-carbethoxy-5- ethoxycarbonylmethoxyindoles 2a,b reveals the chemoselectivity of
the C5-methyl ester function towards the nucleophilic
attack of hydrazine hydrate.
These mono hydrazides 3a,b on
reacting with benzaldehydes furnish 1-alkyl-5- benzalhydrazinocarbonylmethoxy-3-ethoxycarbonyl-2-methylindoles
5a-h which on treatment with
thioglycolic acid afford the desired 1-alkyl-3-ethoxycarbonyl-2-methyl-5-[(2-phenyl-4-thiazolidinon-3-yl)aminocarbonylmethoxy]
indoles 6a-h. All the new compounds
have been screened for their antibacterial and antifungal activities.
</span
Chemoselective reaction of 1-<i>p</i>-acetanilido-3-acetyl-5-hydroxy-2-methylindole towards methyl chloroacetate :Synthesis and antiinflammatory activity of some new 5- pyrrolyl/oxadiazolyl/triazolyl/quinazolinylmethoxyindole derivatives
2023-20271-p-Acetanilido-3-acetyl-5-hydroxy-2-methylindole
when treated with CH3I and K2CO3 in refluxing
dry acetone produces N,O-methylated 1-p-N-methylacetanilido-3-acetyl-5-methoxy-2-methylindole
but when it is reacted with methyl chloroacetate under similar reaction
conditions yields only O-alkylated 1-p-acetanilido-3-acetyl-5-methoxycarbonylmethoxy-2-methylindole.
This indole ester on treatment with hydrazine hydrate in refluxing ethanol
gives only the monocarbohydrazide which is reacted separately
with acetonyl acetone, triethyl
orthoformate. CS2, KOH/N2H4.H2O,
and 1,3-benzoxazine to secure pyrrolyl/oxadiazolyl/triazolyl and
quinazolinylmethoxyindoles. Some of these new indole derivatives are screened
for their antiinflammatoryactivity
<span style="font-size:12.0pt;font-family: "Times New Roman";mso-fareast-font-family:"Times New Roman";mso-ansi-language: EN-IN;mso-fareast-language:EN-IN;mso-bidi-language:AR-SA" lang="EN-IN">One pot synthesis of novel 5, 11-dioxo-6-methyl-5,9,10,11-tetrahydro-8<i style="mso-bidi-font-style: normal">H</i>-naphth[2,3:1,2]pyrrolizine and its 9-acetoxy analogue</span>
1123-11255, 11-dioxo-6-methyl-5,9,10,11-tetrahydro-8<i style="mso-bidi-font-style:
normal">H-naphth[2,3:1,2]-pyrrolizine
<span style="font-size:12.0pt;
font-family:" times="" new="" roman";mso-fareast-font-family:"times="" roman";="" mso-ansi-language:en-in;mso-fareast-language:en-in;mso-bidi-language:ar-sa"="" lang="EN-IN">5a and its 9-acetoxy analogue <b style="mso-bidi-font-weight:
normal">5b are prepared in a one-flask procedure by the reaction of
L-proline 1a or 4-hydroxy-L-proline 1b with refluxing acetic anhydride and
olefinic dipolarophile 1,4-naphthoquinone 4.</span