Preparation
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5-Nitroisatin

Preparation
Product Name
5-Nitroisatin
CAS No.
611-09-6
Chemical Name
5-Nitroisatin
Synonyms
NSC 525798;Nitroisatin;AKOS B022561;5-Nitrosotin;5-nitro-isati;5-NITROISATIN;Isatin, 5-nitro-;5-Nitroisatin>AKOS BBS-00006405;5-Nitroisatin,97%
CBNumber
CB3396128
Molecular Formula
C8H4N2O4
Formula Weight
192.13
MOL File
611-09-6.mol
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5-Nitroisatin Property

Melting point:
251 °C (dec.) (lit.)
Boiling point:
328.09°C (rough estimate)
Density 
1.5513 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
Crystalline Powder
pka
8.06±0.20(Predicted)
color 
Orange-yellow to orange
BRN 
180223
InChI
InChI=1S/C8H4N2O4/c11-7-5-3-4(10(13)14)1-2-6(5)9-8(7)12/h1-3H,(H,9,11,12)
InChIKey
UNMYHYODJHKLOC-UHFFFAOYSA-N
SMILES
N1C2=C(C=C([N+]([O-])=O)C=C2)C(=O)C1=O
CAS DataBase Reference
611-09-6(CAS DataBase Reference)
NIST Chemistry Reference
1H-indole-2,3-dione, 5-nitro-(611-09-6)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-40-68-22
Safety Statements 
7-22-36/37/39-45-36/37
RIDADR 
2811
WGK Germany 
3
RTECS 
NL7970000
HazardClass 
IRRITANT
HS Code 
29337900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H351Suspected of causing cancer

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N17807
Product name
5-Nitroisatin
Purity
97%
Packaging
5g
Price
$74.1
Updated
2025/07/31
Sigma-Aldrich
Product number
N17807
Product name
5-Nitroisatin
Purity
97%
Packaging
25g
Price
$306
Updated
2023/06/20
TCI Chemical
Product number
N0572
Product name
5-Nitroisatin
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$37
Updated
2025/07/31
TCI Chemical
Product number
N0572
Product name
5-Nitroisatin
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$144
Updated
2025/07/31
TRC
Product number
N515278
Product name
5-Nitroisatin
Packaging
50mg
Price
$60
Updated
2021/12/16
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5-Nitroisatin Chemical Properties,Usage,Production

Preparation

Isatin 30 (14.7 g, 0.1 mol) was added to conc. H2SO4 (121 ml)  cooled to 0 ºC in an ice-salt bath. Fuming HNO3 (4.2 ml) was  added to this, drop by drop, in such a way that temperature should  not rise above 5 ºC. The reaction mixture was allowed to stand for  about 30 minutes and then poured over crushed ice (500 g). A yellow precipitate separated  immediately. The 5-Nitroisatin was filtered and washed with water and air dried to a constant  weight (15 g).  Yield : 85%

Chemical Properties

orange-yellow to orange crystalline powder

Uses

Reactant for preparation of:

  • Potential antibacterial and antifungal agents
  • spiro[indole-thiazolidinones] as a medicinally important scaffold
  • Potential antimycobacterial agents
  • Anticonvulsant agents
  • Inhibitors of human transglutaminase 2
  • Anthelmintic agents
  • Anti-human immunodeficiency virus (HIV) agents
  • Antimicrobial agents
  • Potential antitubercular agents
  • Inhibitors of acetylcholinesterase

Definition

ChEBI: 5-Nitroisatin is a member of indoles. It has a role as an anticoronaviral agent.

Synthesis

6146-52-7

611-09-6

The general procedure for the synthesis of 5-nitroindigo red from 5-nitroindole was as follows: a solution of anhydrous acetonitrile (4.0 mL) with 5-nitroindole (0.5 mmol), and iodobenzene diacetate (PIDA, 0.25 mmol) was added sequentially by the addition of a stirrer to a flask that had been pre-dried in an oven. To the reaction mixture, 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO, 0.5 mmol) was added under air atmosphere. The reaction mixture was stirred at room temperature until thin layer chromatography (TLC) analysis showed complete conversion of the feedstock. Upon completion of the reaction, the reaction mixture was extracted with ethyl acetate (3 x 10 mL). The organic phases were combined and dried with anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by silica gel column chromatography.

References

[1] Synthesis, 2007, # 5, p. 693 - 696
[2] Synlett, 2008, # 13, p. 2023 - 2027
[3] Synthetic Communications, 2012, vol. 42, # 23, p. 3419 - 3428
[4] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6385 - 6388

5-Nitroisatin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Nitroisatin manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
5-Nitroisatin 611-09-6
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-08-16
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
5-Nitro-1H-indole-2,3-dione 611-09-6
Price
US $3.00-9.00/KG
Min. Order
0.01KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-21
Wuhan KEMI-WORKS Chemical Co., Ltd.
Product
5-Nitroisatin 611-09-6
Price
US $0.00/kg
Min. Order
1kg
Purity
98.0% min
Supply Ability
10tons
Release date
2024-08-06

611-09-6, 5-NitroisatinRelated Search:

Oxindole Isatoic Anhydride 1,3-DINITRONAPHTHALENE 4-Nitroacetophenone 4-Nitrobenzoic acid 3-Nitroacetophenone Indirubin Indole 4-Nitrofluorescein 1-(2,6-Dichlorophenyl)-2-hydroindole Nitromethane NITROGEN DIOXIDE 2,4,6-Trinitrotoluene 2,4-Dinitrophenylhydrazine Nitrobenzene 1,3-Dinitrobenzene 2,5-DINITROPHENOL 5-Nitroindole

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  • 5-Nitroisatin, 97% 25GR
  • 5-Nitroisatin, 97% 5GR
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  • 611-09-6
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