CAS No.7145-71-3,5-ACETAMIDOINDOLE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	7145-71-3
Name:	5-ACETAMIDOINDOLE
Article Data:	6

Formula:	C₁₀H₁₀N₂O
Molecular Weight:	174.202
Synonyms:	Acetamide,N-indol-5-yl- (8CI);Indole, 5-acetamido- (7CI);5-(Acetylamino)-1H-indole;5-Acetylaminoindole;NSC 74979;
EINECS:	604-604-1
Density:	1.29g/cm³
Boiling Point:	461.2 °C at 760 mmHg
Flash Point:	232.7 °C
PSA:	44.89000
LogP:	2.19930

Synthetic route

: 14040-11-0
tungsten hexacarbonyl

: 6146-52-7
5-nitroindole

: 616-38-6
carbonic acid dimethyl ester

: 7145-71-3
N-(1H-indol-5-yl)acetamide

Conditions

Conditions	Yield
With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide In water at 120℃; for 24h; Inert atmosphere; Sealed tube;	92%

...Expand

: 5192-03-0
5-amino-1H-indole

: 75-36-5
acetyl chloride

: 7145-71-3
N-(1H-indol-5-yl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	85%
With triethylamine In dichloromethane at 20℃; for 3h;	85%

: 6146-52-7
5-nitroindole

: 7145-71-3
N-(1H-indol-5-yl)acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethanol / 2.5 h / 1551.49 Torr 2: triethylamine / dichloromethane / 3 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethanol / 2.5 h / 1551.49 Torr 2: triethylamine / dichloromethane / 3 h / 20 °C View Scheme

: 7145-71-3
N-(1H-indol-5-yl)acetamide

: 1414941-83-5
N,N’-(2-(5-acetamido-1H-indol-3-yl)-3-oxo-2,3’-biindoline-5,5’-diyl)diacetamide

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; benzoic acid In acetonitrile at 65℃; for 72h;	93%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; benzoic acid; copper dichloride In acetonitrile at 60℃; for 6h; regioselective reaction;	93%
With pyridine; methanesulfonic acid; sodium nitrite at 20℃;	91%

: 384-64-5
3,3,3-trifluoro-2-phenylpropene

: 7145-71-3
N-(1H-indol-5-yl)acetamide

: (Z)-N,N'-((1-fluoro-2-phenylprop-1-ene-1,3-diyl)bis(1H-indole-1,5-diyl))diacetamide

Conditions

Conditions	Yield
With sodium t-butanolate In N,N-dimethyl-formamide at -5℃; for 0.166667h; Schlenk technique;	86%

: 7145-71-3
N-(1H-indol-5-yl)acetamide

: 1448161-67-8
(E)-N,N'-(3-(hydroxyimino)-2,3'-bi(3H-indole)-5,5'-diyl)diacetamide

Conditions

Conditions	Yield
With sodium nitrite In pyridine at 20℃; for 10h; Green chemistry; regioselective reaction;	85%
With iron(III) chloride hexahydrate; sodium nitrite In acetonitrile at 25℃;

: 1445-73-4
1-Methyl-4-piperidone

: 7145-71-3
N-(1H-indol-5-yl)acetamide

: 5-(acetyl)amino-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Conditions

Conditions	Yield
With sodium methylate In methanol for 48h; Heating;	56%

: 7145-71-3
N-(1H-indol-5-yl)acetamide

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 91137-92-7
N-(3-formyl-1H-indol-5-yl)acetamide

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.333333h; Vilsmeier-Haack Formylation; Cooling with ice; Stage #2: N-(1H-indol-5-yl)acetamide at 20℃; for 1.5h; Vilsmeier-Haack Formylation;	52%

: 23133-37-1
1-propyl-4-piperidone

: 7145-71-3
N-(1H-indol-5-yl)acetamide

: N-[3-(1-Propyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indol-5-yl]-acetamide

Conditions

Conditions	Yield
With sodium methylate In methanol for 48h; Heating;	44%

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Specification

The Acetamide,N-1H-indol-5-yl-, with CAS registry number 7145-71-3, has the systematic name of N-(1H-indol-5-yl)acetamide. Besides this, it is also called 5-Acetamidoindole. And the chemical formula of this chemical is C₁₀H₁₀N₂O.

Physical properties of Acetamide,N-1H-indol-5-yl-: (1)ACD/LogP: 0.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.75; (4)ACD/LogD (pH 7.4): 0.75; (5)ACD/BCF (pH 5.5): 2.17; (6)ACD/BCF (pH 7.4): 2.17; (7)ACD/KOC (pH 5.5): 60.68; (8)ACD/KOC (pH 7.4): 60.7; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 25.24 Å²; (13)Index of Refraction: 1.711; (14)Molar Refractivity: 52.8 cm³; (15)Molar Volume: 134.9 cm³; (16)Polarizability: 20.93×10^-24cm³; (17)Surface Tension: 59.2 dyne/cm; (18)Density: 1.29 g/cm³; (19)Flash Point: 232.7 °C; (20)Enthalpy of Vaporization: 72.21 kJ/mol; (21)Boiling Point: 461.2 °C at 760 mmHg; (22)Vapour Pressure: 1.09E-08 mmHg at 25°C.

Uses of Acetamide,N-1H-indol-5-yl-: it can be used to produce N-[3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indol-5-yl]-acηmide. This reaction will need reagent NaOMe and solvent methanol. The reaction time is 48 hour(s). The yield is about 56%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1cc2c(cc1)ncc2)C
(2)InChI: InChI=1/C10H10N2O/c1-7(13)12-9-2-3-10-8(6-9)4-5-11-10/h2-6,11H,1H3,(H,12,13)
(3)InChIKey: LEXRMCPBIULJNA-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C10H10N2O/c1-7(13)12-9-2-3-10-8(6-9)4-5-11-10/h2-6,11H,1H3,(H,12,13)
(5)Std. InChIKey: LEXRMCPBIULJNA-UHFFFAOYSA-N