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4769-97-5 Usage

Chemical Properties

Yellow Crystalline Solid

Uses

Different sources of media describe the Uses of 4769-97-5 differently. You can refer to the following data:
1. 4-Nitroindole is an intermediate for the preparation of indole compounds useful in treatment of pain, inflammation.
2. 4-Nitroindole was used in the synthesis of 1,3,4,5-tetrahydropyrrolo-[4,3,2-de]quinoline.

Check Digit Verification of cas no

The CAS Registry Mumber 4769-97-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,6 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4769-97:
(6*4)+(5*7)+(4*6)+(3*9)+(2*9)+(1*7)=135
135 % 10 = 5
So 4769-97-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N2O2/c11-10(12)8-3-1-2-7-6(8)4-5-9-7/h1-5,9H

4769-97-5 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (L09177)  4-Nitroindole, 97%   

  • 4769-97-5

  • 100mg

  • 164.0CNY

  • Detail
  • Alfa Aesar

  • (L09177)  4-Nitroindole, 97%   

  • 4769-97-5

  • 500mg

  • 550.0CNY

  • Detail
  • Alfa Aesar

  • (L09177)  4-Nitroindole, 97%   

  • 4769-97-5

  • 1g

  • 1000.0CNY

  • Detail
  • Aldrich

  • (269964)  4-Nitroindole  97%

  • 4769-97-5

  • 269964-500MG

  • 1,188.72CNY

  • Detail
  • Aldrich

  • (269964)  4-Nitroindole  97%

  • 4769-97-5

  • 269964-1G

  • 1,708.20CNY

  • Detail

4769-97-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitroindole

1.2 Other means of identification

Product number -
Other names 1H-Indole,4-nitro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4769-97-5 SDS

4769-97-5Synthetic route

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

4-nitro-1H-indole-3-carbaldehyde
10553-11-4

4-nitro-1H-indole-3-carbaldehyde

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
With hydrogenchloride In methanol for 1.5h; Heating;99%
methyl 2-hydroxy-2-(4-nitroindol-1-yl)-acetate
81038-27-9

methyl 2-hydroxy-2-(4-nitroindol-1-yl)-acetate

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol; water for 0.0833333h; Heating;94.5%
methyl 2-(4-nitroindole-1-yl)oxyacetate
81038-26-8

methyl 2-(4-nitroindole-1-yl)oxyacetate

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
With triethylamine In methanol for 16h; Ambient temperature;94.3%
2,6-dinitrostyrene
195992-08-6

2,6-dinitrostyrene

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
With triphenylphosphine; palladium diacetate In acetonitrile under 3040 Torr; for 26h; Heating;89%
With carbon monoxide; palladium diacetate; triphenylphosphine In acetonitrile at 90℃; under 3051.25 Torr; for 50h;89%
4-nitro-1H-indole-3-carbaldehyde
10553-11-4

4-nitro-1H-indole-3-carbaldehyde

sodium cyanide
143-33-9

sodium cyanide

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

4-nitro-3-indoleacetonitrile
4770-06-3

4-nitro-3-indoleacetonitrile

C

N-(4-nitroindol-3-yl)methylformamide

N-(4-nitroindol-3-yl)methylformamide

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol; formamide at 100℃; for 5h;A 2%
B 88%
C 9%
1-hydroxy-4-nitroindole
78283-23-5

1-hydroxy-4-nitroindole

ethyl bromoacetate
105-36-2

ethyl bromoacetate

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

methyl 2-hydroxy-2-(4-nitroindol-1-yl)-acetate
81038-27-9

methyl 2-hydroxy-2-(4-nitroindol-1-yl)-acetate

C

methyl 2-(4-nitroindole-1-yl)oxyacetate
81038-26-8

methyl 2-(4-nitroindole-1-yl)oxyacetate

Conditions
ConditionsYield
With triethylamine In methanol for 43h; Ambient temperature;A 59.2%
B 20%
C 14.4%
With triethylamine In methanol Product distribution; Ambient temperature; different reaction time;
3-nitro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene
78283-21-3

3-nitro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene

A

4-amino-1H-indole
5192-23-4

4-amino-1H-indole

B

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

C

1-hydroxy-4-nitroindole
78283-23-5

1-hydroxy-4-nitroindole

D

1-hydroxy-4-nitrooxyindole
78283-24-6

1-hydroxy-4-nitrooxyindole

Conditions
ConditionsYield
With titanium(III) chloride In water; acetic acid for 0.116667h; Ambient temperature;A 2.8%
B 13.1%
C 56.8%
D 15.9%
With titanium(III) chloride In methanol for 0.116667h; Ambient temperature;A 3.6%
B 31.3%
C 47.3%
D 5.6%
With titanium(III) chloride In N,N-dimethyl-formamide for 0.116667h; Product distribution; Ambient temperature; investigation of the synthesis and stability of the 4-substituted 1-hydroxy-indoles;A 41.8%
B 6.3%
C 21.9%
D 1.3%
potassium cyanide
151-50-8

potassium cyanide

4-nitrogramine
7150-46-1

4-nitrogramine

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

4-nitro-3-indoleacetonitrile
4770-06-3

4-nitro-3-indoleacetonitrile

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide for 1.5h; Heating;A 9.9%
B 55.9%
In water; N,N-dimethyl-formamide for 2h; Heating;A 24.6%
B 50.7%
1-(4-nitro-1H-indol-3-yl)ethan-1-one
4769-95-3

1-(4-nitro-1H-indol-3-yl)ethan-1-one

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
With palladium diacetate; trifluoroacetic acid at 100℃; for 4h;52%
1-hydroxy-4-nitroindole
78283-23-5

1-hydroxy-4-nitroindole

ethyl bromoacetate
105-36-2

ethyl bromoacetate

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

methyl 2-(4-nitroindole-1-yl)oxyacetate
81038-26-8

methyl 2-(4-nitroindole-1-yl)oxyacetate

Conditions
ConditionsYield
With triethylamine In methanol for 16h; Ambient temperature;A 40.7%
B 50.8%
4-amino-1H-indole
5192-23-4

4-amino-1H-indole

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

7-hydroxy-4-nitroindole
135531-91-8

7-hydroxy-4-nitroindole

C

5-hydroxy-4-nitroindole
135531-89-4

5-hydroxy-4-nitroindole

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetone for 0.583333h; pH 9;A 32%
B 5%
C 16%
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetone for 0.166667h; pH 9;A 28%
B 3%
C 20%
ethyl N-(2-methyl-3-nitrophenyl)formimidate
115118-93-9

ethyl N-(2-methyl-3-nitrophenyl)formimidate

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

(4-nitroindol-3-yl)-2-oxoacetic acid
90947-20-9

(4-nitroindol-3-yl)-2-oxoacetic acid

C

ethyl (4-nitroindol-3-yl)-2-oxoacetate
91974-30-0

ethyl (4-nitroindol-3-yl)-2-oxoacetate

D

methyl (4-nitroindol-3-yl)-2-oxoacetate
115118-95-1

methyl (4-nitroindol-3-yl)-2-oxoacetate

Conditions
ConditionsYield
With potassium ethoxide In diethyl ether; ethanol Heating; Title compound not separated from byproducts;A 10%
B 30%
C n/a
D n/a
3-nitro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene
78283-21-3

3-nitro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

1-hydroxy-4-nitroindole
78283-23-5

1-hydroxy-4-nitroindole

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In tetrahydrofuran for 1h;A 9%
B 27%
4-amino-1H-indole
5192-23-4

4-amino-1H-indole

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

4-nitrosoindole

4-nitrosoindole

C

5-hydroxy-4-nitroindole
135531-89-4

5-hydroxy-4-nitroindole

Conditions
ConditionsYield
With phosphate buffer; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetone for 0.583333h; Product distribution; various reagents, additives (pH), solvents and times;A 15%
B 21%
C 14%
With phosphate buffer; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetone for 0.583333h; pH 7;A 15%
B 21%
C 14%
4-nitro-1H-indole-2-carboxylic acid
16732-60-8

4-nitro-1H-indole-2-carboxylic acid

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
With quinoline; copper(II) oxide
methanol
67-56-1

methanol

4-nitro-1H-indole-3-carbaldehyde
10553-11-4

4-nitro-1H-indole-3-carbaldehyde

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

4-nitro-3-indoleacetonitrile
4770-06-3

4-nitro-3-indoleacetonitrile

C

3-methoxymethyl-4-nitroindole

3-methoxymethyl-4-nitroindole

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium cyanide 1.) 18 deg C, 1 h, 2.) reflux, 5 h; Yield given. Multistep reaction. Yields of byproduct given;
methanol
67-56-1

methanol

4-nitrogramine methiodide
23099-33-4

4-nitrogramine methiodide

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

3-methoxymethyl-4-nitroindole

3-methoxymethyl-4-nitroindole

C

4-nitrobrassinin

4-nitrobrassinin

D

methyl (4-nitroindol-3-ylmethyl)dithiocarbamate

methyl (4-nitroindol-3-ylmethyl)dithiocarbamate

Conditions
ConditionsYield
With pyridine; carbon disulfide; ammonium hydroxide; triethylamine; methyl iodide Yield given. Multistep reaction. Yields of byproduct given;
4-nitro-1H-indole-3-carbaldehyde
10553-11-4

4-nitro-1H-indole-3-carbaldehyde

sodium cyanide
143-33-9

sodium cyanide

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

4-nitro-3-indoleacetonitrile
4770-06-3

4-nitro-3-indoleacetonitrile

C

3-methoxymethyl-4-nitroindole

3-methoxymethyl-4-nitroindole

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate 1.) 18 deg C, 1 h, 2.) reflux, 5 h; Yield given. Multistep reaction. Yields of byproduct given;
4-nitrogramine methiodide
23099-33-4

4-nitrogramine methiodide

A

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

B

4-nitroindole-3-methanamine

4-nitroindole-3-methanamine

C

3-methoxymethyl-4-nitroindole

3-methoxymethyl-4-nitroindole

D

bis(4-nitroindol-3-ylmethyl)amine

bis(4-nitroindol-3-ylmethyl)amine

Conditions
ConditionsYield
With methanol; ammonium hydroxide for 2h; Heating; Yield given. Yields of byproduct given;
acetaldehyde-(3-nitro-phenylhydrazone)
23622-32-4

acetaldehyde-(3-nitro-phenylhydrazone)

A

6-nitroindole
4769-96-4

6-nitroindole

B

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

Conditions
ConditionsYield
GIPKh-115 In acetonitrile at 200 - 320℃; (g) phase;
GIPKh-115 In acetonitrile at 180 - 320℃; (g) phase. Object of study: effect of electronic factors;
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

4-amino-1H-indole
5192-23-4

4-amino-1H-indole

Conditions
ConditionsYield
palladium In ethanol100%
With sodium tetrahydroborate In water at 20℃; for 1h;100%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 4h;99%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

ethyl bromoacetate
105-36-2

ethyl bromoacetate

(4-nitro-indol-1-yl)-acetic acid ethyl ester
594844-55-0

(4-nitro-indol-1-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 36h;100%
o-fluorobenzyl bromide
446-48-0

o-fluorobenzyl bromide

4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

C15H11FN2O2

C15H11FN2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;100%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

1-(Bromomethyl)-3-fluorobenzene
456-41-7

1-(Bromomethyl)-3-fluorobenzene

C15H11FN2O2

C15H11FN2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;100%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

C15H11FN2O2

C15H11FN2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;100%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

2-methylbenzyl bromide
89-92-9

2-methylbenzyl bromide

C16H14N2O2

C16H14N2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;100%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

1-bromomethyl-3-methyl-benzene
620-13-3

1-bromomethyl-3-methyl-benzene

C16H14N2O2

C16H14N2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;100%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

4-Methylbenzyl bromide
104-81-4

4-Methylbenzyl bromide

C16H14N2O2

C16H14N2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;100%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

1,3-diphenylprop-2-yn-1-yl acetate
93321-44-9

1,3-diphenylprop-2-yn-1-yl acetate

3-(1,3-diphenylprop-2-ynyl)-4-nitro-1H-indole

3-(1,3-diphenylprop-2-ynyl)-4-nitro-1H-indole

Conditions
ConditionsYield
With indium(III) chloride In acetonitrile at 20℃; for 3h;99%
With iodine In dichloromethane at 20℃; for 24h;79%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

methyl iodide
74-88-4

methyl iodide

1-methyl-4-nitro-1H-indole
91482-63-2

1-methyl-4-nitro-1H-indole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide for 2h; cooling;98%
Stage #1: 4-nitro-1H-indoIe With sodium hydride In N,N-dimethyl-formamide Cooling with ice;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 4h;
95%
Stage #1: 4-nitro-1H-indoIe With potassium hydroxide In acetone at 0℃;
Stage #2: methyl iodide In acetone at 20℃; for 2h;
85.14%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

1-methyl-4-nitro-1H-indole
91482-63-2

1-methyl-4-nitro-1H-indole

Conditions
ConditionsYield
Stage #1: 4-nitro-1H-indoIe With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.0833333h;
Stage #2: trifluoroacetic acid-methyl ester In N,N-dimethyl-formamide; mineral oil for 4h;
98%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

methyl 2-oxo-2-(pyrrolidin-1-yl)acetate
41600-21-9

methyl 2-oxo-2-(pyrrolidin-1-yl)acetate

methyl (4-nitroindol-3-yl)-2-oxoacetate
115118-95-1

methyl (4-nitroindol-3-yl)-2-oxoacetate

Conditions
ConditionsYield
With pyrophosphoryl chloride at 0 - 20℃; Vilsmeier glyoxylation;97%
With pyrophosphoryl chloride at 20℃; for 3h;63%
Stage #1: 4-nitro-1H-indoIe; methyl 2-oxo-2-(pyrrolidin-1-yl)acetate With pyrophosphoryl chloride at 20℃; Cooling with ice;
Stage #2: With methanol; sodium hydrogencarbonate In water at 0℃;
15%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

acetyl chloride
75-36-5

acetyl chloride

1-(4-nitro-1H-indol-3-yl)ethan-1-one
4769-95-3

1-(4-nitro-1H-indol-3-yl)ethan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride97%
With aluminium trichloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 20℃; Friedel-Crafts acylation;87%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

4-nitro-1-(phenylsulfonyl)-1H-indole
850655-62-8

4-nitro-1-(phenylsulfonyl)-1H-indole

Conditions
ConditionsYield
Stage #1: 4-nitro-1H-indoIe With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: benzenesulfonyl chloride In N,N-dimethyl-formamide at 0 - 20℃;
Stage #3: With water; ammonium chloride In N,N-dimethyl-formamide
97%
Stage #1: 4-nitro-1H-indoIe With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.333333h; Inert atmosphere;
Stage #2: benzenesulfonyl chloride In tetrahydrofuran for 1h; Inert atmosphere;
95%
Stage #1: 4-nitro-1H-indoIe With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1h; Inert atmosphere;
Stage #2: benzenesulfonyl chloride In tetrahydrofuran; mineral oil for 1h; Inert atmosphere;
95%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene
87751-69-7

rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

C23H18N2O2
1304665-66-4

C23H18N2O2

Conditions
ConditionsYield
With amberlyst-15 In acetonitrile at 20℃; for 8h;97%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-4-nitro-1H-indole
81038-29-1

1-benzyl-4-nitro-1H-indole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; benzene for 17h;96.8%
Stage #1: 4-nitro-1H-indoIe With sodium hydride In N,N-dimethyl-formamide Cooling with ice;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 4h;
93%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere; Schlenk technique;62%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

4-Fluorobenzenesulfonyl chloride
349-88-2

4-Fluorobenzenesulfonyl chloride

1-(4'-fluorobenzenesulfonyl)-4-nitro-1H-indole
1131453-08-1

1-(4'-fluorobenzenesulfonyl)-4-nitro-1H-indole

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 25 - 30℃;96.44%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

N-(chloromethyl)dimethylamine
30438-74-5

N-(chloromethyl)dimethylamine

4-nitrogramine
7150-46-1

4-nitrogramine

Conditions
ConditionsYield
In acetic acid96%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

1-methyl-4-nitro-1H-indole
91482-63-2

1-methyl-4-nitro-1H-indole

Conditions
ConditionsYield
96%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1-methyl-4-nitro-1H-indole
91482-63-2

1-methyl-4-nitro-1H-indole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 2h; Green chemistry;96%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 4-nitro-1H-indole-1-carboxylate
913836-24-5

tert-butyl 4-nitro-1H-indole-1-carboxylate

Conditions
ConditionsYield
dmap In dichloromethane at 0 - 20℃;95%
dmap In toluene at 20℃; for 1.75h; Product distribution / selectivity;95.8%
With triethylamine In dichloromethane at 0℃; for 2h;71%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

methyl chloroformate
79-22-1

methyl chloroformate

1-methoxycarbonyl-4-nitroindole
81038-41-7

1-methoxycarbonyl-4-nitroindole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide for 4h;95.1%
With sodium hydride93%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

1-cyclopropylmethyl-4-nitro-1H-indole
1262797-29-4

1-cyclopropylmethyl-4-nitro-1H-indole

Conditions
ConditionsYield
Stage #1: 4-nitro-1H-indoIe With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h;
Stage #2: cyclopropylcarbinyl bromide In N,N-dimethyl-formamide; mineral oil
95%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

L-serin
56-45-1

L-serin

4-nitro-1-tryptophan

4-nitro-1-tryptophan

Conditions
ConditionsYield
With Pf2A6 enzyme In aq. phosphate buffer; water; dimethyl sulfoxide at 75℃; for 12h; pH=8; Reagent/catalyst; Enzymatic reaction;95%
With tryptophan synthase from Salmonella typhimurium cell lysate In aq. phosphate buffer at 37℃; for 72h; pH=7.4; Enzymatic reaction;
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

2-(4-bromobutyl)isoindoline-1,3-dione
5394-18-3

2-(4-bromobutyl)isoindoline-1,3-dione

2-(4-(4-nitro-1H-indol-1-yl)butyl)isoindoline-1,3-dione
882032-51-1

2-(4-(4-nitro-1H-indol-1-yl)butyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 86℃; for 23h;94.5%
4-nitro-1H-indoIe
4769-97-5

4-nitro-1H-indoIe

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

1-ethyl-4-nitro-1H-indole
91482-64-3

1-ethyl-4-nitro-1H-indole

Conditions
ConditionsYield
With potassium ethoxide In N,N-dimethyl-formamide Heating;94%

4769-97-5Relevant articles and documents

Synthesis of model chromophores related to the gold fluorescent protein (GdFP)

Prueger, Birgit,Bach, Thorsten

, p. 1103 - 1106 (2007)

The two model chromophores 2 and 3 for the core 1 of the gold fluorescent protein (GdFP) were synthesized from commercially available 2-methyl-3- nitroaniline (4) in six synthetic steps and overall yields of 13% and 8%, respectively. The key step of the sequence is the chemoselective, reductive introduction of the amino group after assembly of the Z-configured 5-(indol-3-ylmethylene)imidazolin-4-one skeleton of the chromophore. Compound (Z)-2 was shown to undergo a light-initiated E/Z-isomerization, which allows access also to its E-isomer. Georg Thieme Verlag Stuttgart.

A medicine intermediate 4 - nitro indole preparation process (by machine translation)

-

Paragraph 0026; 0028; 0029; 0030-0032; 0034-0036; 0038, (2019/06/13)

The present invention discloses a pharmaceutical intermediate 4 - nitro indole preparation process, which belongs to the field of pharmaceutical intermediates. The invention relates to 2 - methyl - 3 - nitroaniline with the original carboxylic acid triethyl ester as raw material, in the sulfonic acid type cation exchange resin and common under the catalysis of the sodium tartrate, for 95 - 105 °C lower, reaction generating N - (2 - methyl - 3 - nitrophenyl) b [...] imine, N - (2 - methyl - 3 - nitrophenyl) b oxygen radical armor imine with strong alkali and diethyl oxalate phosphite to produce 4 - nitro indole. The invention two-step process of 4 - nitro indole, intermediate does not need purification, simplifies the process, and avoiding the loss of the product; at the same time the process of the invention, simple post-treatment, the product has high purity, the purification process of product loss, high yield. (by machine translation)

A indole compound and its preparation method and application (by machine translation)

-

Paragraph 0131; 0140; 0141, (2018/10/02)

The invention discloses a indole compound and its preparation method and application. The indole compounds of the structural formula such as formula (I) is shown. The indoles, rice galenical demonstrate the excellent inhibitory activity, the effect of most of the compound is obviously better than the positive control drug validamycin; especially compound I - 43, I - 44, I - 54, I - 73, II - 7 and II - 17, its galenical very good living body protection and treating effect, effect is better than the positive control; more specifically, compound I - 43 of the rice sheath blight bacteriostatic activity than validamycin activity is improved by nearly 300 times. The indole compounds in the prevention and/or treatment of rice sheath blight has great application prospects. In addition the compound of the invention is simple in construction, the preparation method is simple, and is suitable for large-scale industrial production. (I). (by machine translation)

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