ChemicalBook > CAS DataBase List > 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE

1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE

Product Name
1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE
CAS No.
13754-86-4
Chemical Name
1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE
Synonyms
NSC 131681;Tetrahydroindolone;4-0xo-4,5,6,7-tetr;1,5,6,7-Tetrahydro-4H<;6,7-Dihydroindol-4(5H)-one;4,5,6,7-Tetrahydro-4-indolone;4-0xo-4,5,6,7-tetrahydroindole;4-OXO-4,5,6,7-TETRAHYDROINDOLE;1,5,6,7-TETRAHYDRO-INDOL-4-ONE;4-Oxo-1,5,6,7-tetrahydroindole
CBNumber
CB7265060
Molecular Formula
C8H9NO
Formula Weight
135.16
MOL File
13754-86-4.mol
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1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE Property

Melting point:
188-190 °C (lit.)
Boiling point:
311℃
Density 
1.216
Flash point:
150℃
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
powder to crystal
pka
15.91±0.20(Predicted)
color 
White to Light yellow to Light orange
InChI
InChI=1S/C8H9NO/c10-8-3-1-2-7-6(8)4-5-9-7/h4-5,9H,1-3H2
InChIKey
KASJZXHXXNEULX-UHFFFAOYSA-N
SMILES
N1C2=C(C(=O)CCC2)C=C1
CAS DataBase Reference
13754-86-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
2914390090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
357839
Product name
1,5,6,7-Tetrahydro-4H-indol-4-one
Purity
98%
Packaging
5g
Price
$40.75
Updated
2025/07/31
TCI Chemical
Product number
T1435
Product name
1,5,6,7-Tetrahydro-4H-indol-4-one
Purity
>99.0%(GC)
Packaging
5g
Price
$30
Updated
2025/07/31
TCI Chemical
Product number
T1435
Product name
1,5,6,7-Tetrahydro-4H-indol-4-one
Purity
>99.0%(GC)
Packaging
25g
Price
$86
Updated
2025/07/31
TRC
Product number
T293080
Product name
1,5,6,7-Tetrahydro-4H-indol-4-one
Packaging
5g
Price
$140
Updated
2021/12/16
SynQuest Laboratories
Product number
4H17-1-X4
Product name
1,5,6,7-Tetrahydro-4H-indol-4-one
Packaging
25g
Price
$184
Updated
2021/12/16
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1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE Chemical Properties,Usage,Production

Uses

• ;Reactant in synthesis of psammopemmin A as antitumor agent1• ;Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions2• ;Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase3• ;Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles4• ;Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids foll

Uses

1,5,6,7-Tetrahydro-4H-indol-4-one, is a versatile building block used for the synthesis of more complex pharmaceutical compounds. It can be used for the preparation of Psammopemmin A.

General Description

Iodination of 1,5,6,7-tetrahydro-4H-indol-4-one using 1-chloromethyl--4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetra-fluoroborate) yields α-iodo derivative as the main product.

Synthesis

16806-93-2

13754-86-4

The general procedure for the synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one from 6,7-dihydro-4(5H)-benzofuranone is as follows: 6,7-dihydro-4(5H)-benzofuranone (0.10 g, 0.73 mmol) was dissolved in 20% aqueous ethanol (ca. 2 mL) along with the corresponding amine (3 equiv.) in an airtight tube at 150°C, respectively, and was Heating for 12 h or 36 h, respectively. Upon completion of the reaction, the reaction mixture was poured into water (10 mL) and the resulting aqueous solution was extracted with dichloromethane (3 x 10 mL). The organic extracts were combined, dried with anhydrous magnesium sulfate and concentrated to give a brown residue. This residue was purified by silica gel column chromatography with a solvent mixture of ethyl acetate/petroleum ether as eluent.

References

[1] Heterocycles, 1984, vol. 22, # 10, p. 2313 - 2316
[2] Tetrahedron Letters, 2012, vol. 53, # 33, p. 4276 - 4279
[3] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 1, p. 341 - 343

1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE Preparation Products And Raw materials

Raw materials

Ethyl bromopyruvate Resorcinol

Preparation Products

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1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE Suppliers

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View Lastest Price from 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 13754-86-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-19
Zibo Hangyu Biotechnology Development Co., Ltd
Product
1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 13754-86-4
Price
US $85.00-850.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-08
Career Henan Chemical Co
Product
1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 13754-86-4
Price
US $1.00/KG
Min. Order
1KG
Purity
95%-99%
Supply Ability
100KG
Release date
2019-08-29

13754-86-4, 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONERelated Search:

1,2,3,9-TETRAHYDRO-4H-9-METHYL-CARBAZOLE-4-ONE 1,2,3,9-Tetrahydro-4(H)-carbazol-4-one 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 1,5,6,7-TETRAHYDRO-2-METHYL-4H-INDOL-4-ONE 3-Ethyl-2-methyl-6-(4-morpholinylmethyl)-1,5,6,7-tetrahydro-4H-indol-4-one 1-(4-METHOXYPHENYL)-2-PHENYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 3-ethyl-2-methyl-4,5,6,7-tetrahydroindol-4-one 2,6,6-trimethyl-4,5,6,7-tetrahydro-1H-indol-4-one 1-(3-METHOXYPHENYL)-2,6,6-TRIMETHYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 1-(4-METHYLPHENYL)-2-PHENYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 1-(3-CHLOROPHENYL)-2-PHENYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 1-(4-CHLOROPHENYL)-2-PHENYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 2-METHYL-1,2,3,9-TETRAHYDRO-CARBAZOL-4-ONE 2-(4-BROMOPHENYL)-1-(4-CHLOROPHENYL)-6,6-DIMETHYL-5,6,7-TRIHYDROINDOL-4-ONE 1,2-DIPHENYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 5-[(DIMETHYLAMINO)METHYLENE]-1-(4-METHYLPHENYL)-2-PHENYL-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 2-(4-FLUORO-3-METHYLPHENYL)-6,6-DIMETHYL-5,6,7-TRIHYDROINDOL-4-ONE 1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-2-(4-BROMOPHENYL)-6,6-DIMETHYL-5,6,7-TRIHYDROINDOL-4-ONE

  • 4-Oxo-1,5,6,7-tetrahydroindole
  • 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE
  • 1,5,6,7-TETRAHYDRO-4H-INDOLE-4-ONE
  • 1,5,6,7-TETRAHYDRO-INDOL-4-ONE
  • 4-OXO-4,5,6,7-TETRAHYDROINDOLE
  • Tetrahydroindolone
  • 4-0xo-4,5,6,7-tetrahydroindole
  • 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 97+%
  • 6,7-Dihydroindol-4(5H)-one
  • 4-0xo-4,5,6,7-tetr
  • 4-Oxo-4,5,6,7-tetrahydro-1H-indole
  • 4,5,6,7-Tetrahydro-4-indolone
  • 4,5,6,7-Tetrahydro-4-oxoindole
  • NSC 131681
  • 4,5,6,7-Tetrahydro-1H-indol-4-one
  • 6,7-dihydro-1H-indol-4(5H)-one
  • 1,7-Dihydro-pyrano[3,4-b]pyrrol-4-one
  • 4H-Indol-4-one, 1,5,6,7-tetrahydro-
  • 1,5,6,7-Tetrahydro-4<i>H</i>-indol-4-one
  • 1,5,6,7-tetrahydro-1H-indol-4-one
  • 1,5,6,7-Tetrahydro-4<i>H<
  • 1,5,6,7-tetrahydro-4-H-indole-4-one 97%
  • 13754-86-4
  • Indoles
  • Heterocyclic Building Blocks
  • KETONE
  • Building Blocks
  • Building Blocks
  • C7 to C9
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Heterocyclic Building Blocks
  • Indoles
  • Building Blocks
  • Heterocyclic Compounds