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3-Nitrophthalic acid is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 603-11-2 Structure
  • Basic information

    1. Product Name: 3-Nitrophthalic acid
    2. Synonyms: 3-Nitrophthalic acid 96%;3-NITROPHTHALIC ACID pure;3 NITRO PHTHALLIC ACID;o-Nitrophthalic acid;3-Nitrophthalic acid,95%;3-Nitrophthalic acid ,98%;3-Nitrophthalic acid, 95% 500GR;NSC 3120
    3. CAS NO:603-11-2
    4. Molecular Formula: C8H5NO6
    5. Molecular Weight: 211.13
    6. EINECS: 210-030-8
    7. Product Categories: Phthalic Acids, Esters and Derivatives;Organics;Organic acids;Dyes intermediates;C8;Carbonyl Compounds;Carboxylic Acids;Aromatics;intermediate
    8. Mol File: 603-11-2.mol
  • Chemical Properties

    1. Melting Point: 210 °C (dec.)(lit.)
    2. Boiling Point: 350.79°C (rough estimate)
    3. Flash Point: 199.4 °C
    4. Appearance: Off-white to light yellow/Powder
    5. Density: 1.6342 (rough estimate)
    6. Vapor Density: 7.3 (vs air)
    7. Vapor Pressure: 1.45E-08mmHg at 25°C
    8. Refractive Index: 1.5282 (estimate)
    9. Storage Temp.: Refrigerator
    10. Solubility: water: soluble5%, clear to slightly hazy, colorless to faint yel
    11. PKA: pK1:1.88 (25°C)
    12. Water Solubility: 20 g/L (25 ºC)
    13. Stability: Stable. Incompatible with strong oxidizing agents.
    14. BRN: 2054269
    15. CAS DataBase Reference: 3-Nitrophthalic acid(CAS DataBase Reference)
    16. NIST Chemistry Reference: 3-Nitrophthalic acid(603-11-2)
    17. EPA Substance Registry System: 3-Nitrophthalic acid(603-11-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38-41
    3. Safety Statements: 26-36/39-37/39-36
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 603-11-2(Hazardous Substances Data)

603-11-2 Usage

Uses

Different sources of media describe the Uses of 603-11-2 differently. You can refer to the following data:
1. 3-Nitrophthalic Acid is a useful chemical in organic synthesis. It is also an impurity of Apremilast.
2. 3-Nitrophthalic acid may be used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives. It may be used in the synthesis of brucinium 2-carboxy-6-nitrophthalate dihydrate (systematic name: 2,3-dimethoxy-10-oxostrychnidinium 2-carboxy-6-nitrophthalate dihydrate), via heating with brucine.

Chemical Properties

pale yellow crystals

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 2468, 1974 DOI: 10.1021/jo00930a051

General Description

3-Nitrophthalic acid is a degradation product of isoxaben herbicide. It acts as ligand and forms rare-earth complexes.

Safety Profile

A preparative hazard. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise 3-nitrophthalic acid from hot water (1.5mL/g). Dry it in air. The amide has m 201o (from EtOH). [Beilstein 9 H 823, 9 IV 3275.]

Check Digit Verification of cas no

The CAS Registry Mumber 603-11-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,0 and 3 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 603-11:
(5*6)+(4*0)+(3*3)+(2*1)+(1*1)=42
42 % 10 = 2
So 603-11-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13)/p-2

603-11-2 Well-known Company Product Price

  • Brand
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  • Detail
  • Alfa Aesar

  • (A14281)  3-Nitrophthalic acid, 95%   

  • 603-11-2

  • 100g

  • 403.0CNY

  • Detail
  • Alfa Aesar

  • (A14281)  3-Nitrophthalic acid, 95%   

  • 603-11-2

  • 250g

  • 682.0CNY

  • Detail
  • Alfa Aesar

  • (A14281)  3-Nitrophthalic acid, 95%   

  • 603-11-2

  • 500g

  • 1159.0CNY

  • Detail
  • Alfa Aesar

  • (A14281)  3-Nitrophthalic acid, 95%   

  • 603-11-2

  • 2500g

  • 4923.0CNY

  • Detail

603-11-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Nitrophthalic acid

1.2 Other means of identification

Product number -
Other names 3-nitrobenzene-1,2-dicarboxylic acid

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:603-11-2 SDS

603-11-2Synthetic route

dimethyl 3-nitrophthalate
13365-26-9

dimethyl 3-nitrophthalate

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 2h; Reflux;93%
phthalic anhydride
85-44-9

phthalic anhydride

A

4-nitrophthalic acid
610-27-5

4-nitrophthalic acid

B

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 80 - 110℃;A 80%
B n/a
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid at 25℃;
ammonium salt of 3-nitrophthalic acid

ammonium salt of 3-nitrophthalic acid

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=2;56%
phthalic anhydride
85-44-9

phthalic anhydride

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With boron trifluoride; nitric acid; acetic acid
durch Nitrierung;
durch Nitrieren;
7-nitro-3H-isobenzofuran-1-one
42760-46-3

7-nitro-3H-isobenzofuran-1-one

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With nitric acid im geschlossenen Rohr;
naphthalene
91-20-3

naphthalene

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With nitric acid
4-nitrophthalide
65399-18-0

4-nitrophthalide

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With nitric acid im geschlossenen Rohr;
1-Nitronaphthalene
86-57-7

1-Nitronaphthalene

A

4-nitrophthalide
65399-18-0

4-nitrophthalide

B

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid
1-Nitronaphthalene
86-57-7

1-Nitronaphthalene

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With potassium permanganate
With chromium(VI) oxide; acetic acid
2,3-dimethylnitrobenzene
83-41-0

2,3-dimethylnitrobenzene

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With nitric acid at 170 - 180℃; im geschlossenen Rohr;
Stage #1: 2,3-dimethylnitrobenzene With oxygen; nitric acid at 145 - 150℃; under 26252.6 - 30003 Torr; for 8h;
Stage #2: With oxygen; nitric acid at 130 - 140℃; under 26252.6 - 30003 Torr; for 30h; Pressure; Temperature;
25.2 g
ethyl-(4,5-dinitro-[1]naphthyl)-ether
91974-35-5

ethyl-(4,5-dinitro-[1]naphthyl)-ether

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
bei der Oxydation;
6-nitrosalicylaldehyde
161851-52-1

6-nitrosalicylaldehyde

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With potassium permanganate
(2-carboxy-6-nitro-phenyl)-glyoxylic acid
112534-15-3

(2-carboxy-6-nitro-phenyl)-glyoxylic acid

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With permanganate(VII) ion
(2-carboxy-3-nitro-phenyl)-glyoxylic acid
112534-27-7

(2-carboxy-3-nitro-phenyl)-glyoxylic acid

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With permanganate(VII) ion
1,5-dinitronaphthalene
605-71-0

1,5-dinitronaphthalene

A

3,5-dinitrobenzoic acid
99-34-3

3,5-dinitrobenzoic acid

B

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With nitric acid at 150℃; im geschlossenen Rohr;
benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

A

4-nitrophthalic acid
610-27-5

4-nitrophthalic acid

B

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
With nitric acid at 30℃;
With sulfuric acid; nitric acid
benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
durch Nitrierung;
3-Nitro-5-amino-phthalsaeure
89939-50-4

3-Nitro-5-amino-phthalsaeure

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) aq. EtOH; Multistep reaction;
3-Nitro-4-amino-phthalsaeure
89939-48-0

3-Nitro-4-amino-phthalsaeure

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) aq. EtOH; Multistep reaction;
2,3-dimethylnitrobenzene
83-41-0

2,3-dimethylnitrobenzene

A

2-methyl-3-nitrobenzic acid
1975-50-4

2-methyl-3-nitrobenzic acid

B

2-methyl-6-nitrobenzoic acid
13506-76-8

2-methyl-6-nitrobenzoic acid

C

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With potassium permanganate; cetyltrimethylammonim bromide In water at 75℃; for 4h; Product distribution; effect of the amount of KMnO4; further catalysts;
With potassium permanganate; cetyltrimethylammonim bromide In water at 75℃; for 4h; Yield given. Yields of byproduct given;
With potassium permanganate; tetrabutylammomium bromide In water
With oxygen; nitric acid at 130 - 140℃; under 16501.7 - 18751.9 Torr; for 7h; Temperature; Pressure;
6,8-Dimethyl-1-nitro-7H-benzocyclohepten-7-on
4685-53-4

6,8-Dimethyl-1-nitro-7H-benzocyclohepten-7-on

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With potassium permanganate
1,2-Bis(trifluoromethyl)-3-nitrobenzene
1978-06-9

1,2-Bis(trifluoromethyl)-3-nitrobenzene

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With sulfuric acid at 150℃;
1,1,2,2-Tetrafluor-3-nitro-benzocyclobuten
64726-10-9

1,1,2,2-Tetrafluor-3-nitro-benzocyclobuten

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
With sulfuric acid; sulfur trioxide
5-nitroisoquinoline
607-32-9

5-nitroisoquinoline

nitric acid
7697-37-2

nitric acid

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
at 180 - 200℃;
4-nitrophthalide
65399-18-0

4-nitrophthalide

nitric acid
7697-37-2

nitric acid

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
im geschlossenen Rohr;
4-nitrophthalide
65399-18-0

4-nitrophthalide

acetic acid
64-19-7

acetic acid

CrO3

CrO3

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

5-nitroisoquinoline
607-32-9

5-nitroisoquinoline

permanganate

permanganate

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
at 60℃; in neutraler Loesung;
phthalic anhydride
85-44-9

phthalic anhydride

HNO3+H2SO4

HNO3+H2SO4

A

4-nitrophthalic acid
610-27-5

4-nitrophthalic acid

B

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

HNO3+H2SO4

HNO3+H2SO4

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

nitric acid
7697-37-2

nitric acid

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

A

4-nitrophthalic acid
610-27-5

4-nitrophthalic acid

B

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Conditions
ConditionsYield
at 30℃; Product distribution;
methanol
67-56-1

methanol

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

dimethyl 3-nitrophthalate
13365-26-9

dimethyl 3-nitrophthalate

Conditions
ConditionsYield
Stage #1: 3-nitrophthalic acid With thionyl chloride Heating / reflux;
Stage #2: methanol Heating / reflux;
100%
With sulfuric acid
With sulfuric acid Reflux;
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

dimethyl 3-nitrophthalate
13365-26-9

dimethyl 3-nitrophthalate

Conditions
ConditionsYield
In diethyl ether100%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-nitrophthalic acid anhydride
641-70-3

3-nitrophthalic acid anhydride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide In cyclohexane at 5 - 10℃; for 3.83333h; Time; Reagent/catalyst; Solvent; Temperature; Vilsmeier Reaction; Reflux;98.9%
With acetic anhydride for 2h; Reflux;95%
With acetic anhydride for 2h; Reflux;95.8%
methanol
67-56-1

methanol

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

methyl 2-carboxy-3-nitrobenzoate
21606-04-2

methyl 2-carboxy-3-nitrobenzoate

Conditions
ConditionsYield
With thionyl chloride at 5℃; for 20 - 25h; Heating / reflux;98%
With thionyl chloride at -10 - 10℃; for 10h; Reflux;98.4%
With hydrogenchloride In methanol Heating;77%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

methyl 4-amino-3-methoxy-2-naphthoate
105903-25-1

methyl 4-amino-3-methoxy-2-naphthoate

3-methoxy-4-(4-nitro-1,3-dioxo-1,3-dihydroisoindol-2-yl)naphthalene-2-carboxylic acid methyl ester
1264626-10-9

3-methoxy-4-(4-nitro-1,3-dioxo-1,3-dihydroisoindol-2-yl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
at 140℃; for 0.5h;98%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

4-nitro-1H-isoindole-1,3(2H)-dione
603-62-3

4-nitro-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With acetic acid; urea at 117℃; for 3h;98%
With acetic acid; urea for 4h; Reflux;87%
With urea In acetic acid at 140℃; for 4h;82%
With ammonium carbonate at 220 - 230℃; for 1h;
With urea In N,N-dimethyl-formamide at 110℃; for 5h;
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-aminophthalic acid
5434-20-8

3-aminophthalic acid

Conditions
ConditionsYield
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃;97%
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃; under 760 Torr; Rate constant;97%
With hydrogen; palladium-containing anion exchanger AB-17-8-Pd In ethanol at 20 - 40℃; under 750.06 Torr; Kinetics; Product distribution; Further Variations:; Catalysts;97%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

4-methoxycarbonyl aniline
619-45-4

4-methoxycarbonyl aniline

4-(4-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-benzoic acid methyl ester

4-(4-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-benzoic acid methyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane In N,N-dimethyl-formamide cyclocondensation; Heating;96%
N,N'-Dimethylurea
96-31-1

N,N'-Dimethylurea

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

Ethyl S-(acetylamino)-1,2,3,4-tetrahydro-2-methyl-7-nitro-8-isoquinolinepropanoate

Ethyl S-(acetylamino)-1,2,3,4-tetrahydro-2-methyl-7-nitro-8-isoquinolinepropanoate

Conditions
ConditionsYield
In ethanol96%
propan-1-ol
71-23-8

propan-1-ol

3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-nitrophthalic acid di-n-propyl ester
13325-35-4

3-nitrophthalic acid di-n-propyl ester

Conditions
ConditionsYield
With sulfuric acid for 15h; Dean-Stark; Reflux;96%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

methyl iodide
74-88-4

methyl iodide

dimethyl 3-nitrophthalate
13365-26-9

dimethyl 3-nitrophthalate

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20 - 60℃; for 4h;95%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20 - 60℃; for 4h;95%
With sodium hydrogencarbonate In N,N-dimethyl-formamide Inert atmosphere; Heating;91%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 16h;
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

butan-1-ol
71-36-3

butan-1-ol

3-nitrophthalic acid di-n-butyl ester
13325-37-6

3-nitrophthalic acid di-n-butyl ester

Conditions
ConditionsYield
With sulfuric acid for 15h; Dean-Stark; Reflux;95%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 2-carboxy-3-nitrobenzoate
21606-04-2

methyl 2-carboxy-3-nitrobenzoate

Conditions
ConditionsYield
With sulfuric acid In methanol at 59 - 65℃; for 15 - 20h; Heating / reflux; Industry scale;94.7%
With sulfuric acid In methanol
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-Nitroso-phthalic acid
106860-70-2

3-Nitroso-phthalic acid

Conditions
ConditionsYield
With hydrogenchloride; disodium hydrogenphosphate; sodium dihydrogenphosphate In water porous cathode and anode;93%
In water electrolysis in phosphate buffer;95 % Spectr.
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

Conditions
ConditionsYield
With acetic acid; silver carbonate In dimethyl sulfoxide at 120℃; for 16h; regioselective reaction;92%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-aminophthalic acid hydrochloride

3-aminophthalic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 3-nitrophthalic acid With 10 wt% Pd(OH)2 on carbon; ammonium formate In methanol at 65℃;
Stage #2: With hydrogenchloride In methanol; water at 40℃; for 1h; Temperature; Solvent;
90.6%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

p-toluidine
106-49-0

p-toluidine

4-nitro-2-p-tolyl-isoindole-1,3-dione
53555-10-5

4-nitro-2-p-tolyl-isoindole-1,3-dione

Conditions
ConditionsYield
With chloro-trimethyl-silane In N,N-dimethyl-formamide cyclocondensation; Heating;90%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

glycine
56-40-6

glycine

2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetic acid
15784-35-7

2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetic acid

Conditions
ConditionsYield
With chloro-trimethyl-silane In N,N-dimethyl-formamide at 165 - 170℃; for 1.5h; cyclocondensation;90%
With propionic acid at 170 - 180℃;84%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

3-aminophthalic acid hydrochloride
6946-22-1

3-aminophthalic acid hydrochloride

Conditions
ConditionsYield
With sodium hydroxide; acetic acid; PtO2 In water; acetone90%
With sodium hydroxide; acetic acid; PtO2 In water; acetone90%
Stage #1: 3-nitrophthalic acid With palladium 10% on activated carbon; hydrogen In ethanol at 20 - 25℃; under 1500.15 Torr; for 3h; Autoclave;
Stage #2: With hydrogenchloride In acetone at 10℃; Solvent; Pressure;
65 g
Stage #1: 3-nitrophthalic acid With palladium on activated charcoal; hydrogen at 55 - 65℃; under 5250.53 - 6750.68 Torr; for 12h; Large scale;
Stage #2: With hydrogenchloride In water at -5 - 5℃; for 1h; Large scale;
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

ethyl iodide
75-03-6

ethyl iodide

3-nitrobenzene-1,2-dicarboxylate ester
62351-79-5

3-nitrobenzene-1,2-dicarboxylate ester

Conditions
ConditionsYield
Stage #1: 3-nitrophthalic acid With sulfuric acid In ethanol; water at 80℃;
Stage #2: ethyl iodide With potassium carbonate In N,N-dimethyl-formamide
90%
Stage #1: 3-nitrophthalic acid With sulfuric acid In ethanol for 6h; Reflux;
Stage #2: ethyl iodide With potassium carbonate In N,N-dimethyl-formamide at 20℃;
89.9%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

rac-α-aminoglutarimide hydrochloride
24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
With sodium acetate; acetic acid at 105 - 115℃; Large scale;90%
With sodium acetate; acetic acid In water at 116 - 118℃; for 16h;86.2%
With 1,1'-carbonyldiimidazole In acetonitrile at 20 - 80℃; Inert atmosphere;28.2 g
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

aniline
62-53-3

aniline

3-nitro-N-phenylphthalimide
19065-85-1

3-nitro-N-phenylphthalimide

Conditions
ConditionsYield
With chloro-trimethyl-silane In N,N-dimethyl-formamide cyclocondensation; Heating;85%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

1,2-dibromo-3-nitrobenzene
26429-41-4

1,2-dibromo-3-nitrobenzene

Conditions
ConditionsYield
With Bromotrichloromethane; trichloroisocyanuric acid; bromine at 10 - 120℃; for 60h; Photolysis;85%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

C7H7NO2*C8H5NO6

C7H7NO2*C8H5NO6

Conditions
ConditionsYield
In methanol for 0.25h;83.27%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

C9H11NO*C8H5NO6

C9H11NO*C8H5NO6

Conditions
ConditionsYield
In methanol at 20℃; for 336h;83.26%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

acetic anhydride
108-24-7

acetic anhydride

3-acetylaminophthalic anhydride
6296-53-3

3-acetylaminophthalic anhydride

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen at 80 - 115℃; under 7500.75 Torr; Temperature; Autoclave;83%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

C47H65N15O9S

C47H65N15O9S

C54H66N16O10S

C54H66N16O10S

Conditions
ConditionsYield
In ethanol at 4 - 20℃; pH=Ca. 9;82%
3-nitrophthalic acid
603-11-2

3-nitrophthalic acid

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

3-nitro-N-(p-carboxyphenyl)phthalimide
71494-65-0

3-nitro-N-(p-carboxyphenyl)phthalimide

Conditions
ConditionsYield
With chloro-trimethyl-silane In N,N-dimethyl-formamide cyclocondensation; Heating;81%

603-11-2Relevant articles and documents

Method for co-production 2-methyl-6-nitrobenzoic acid and 3-nitro-2-methylbenzoic acid

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Paragraph 0022; 0025; 0028; 0033, (2020/10/14)

The invention discloses a method for co-production of 2-methyl-6-nitrobenzoic acid and 3-nitro-2-methylbenzoic acid. The method is characterized by comprising the following steps: (1) feeding 3-nitro-o-xylene and dilute nitric acid into an oxidation reaction kettle, carrying out heating, and conducting reacting under certain pressure by using oxygen as an oxidant; (2) after the reaction is finished, discharging an oxidation reaction solution to obtain a crude product; (3) washing the crude product with water, conducting esterifying, and performing distilling to recover a solvent after the reaction is finished, thereby obtaining an esterified concentrated solution; (4) adding alkali into the esterification concentrated solution to adjust a pH value, carrying out layering, and distilling anorganic layer under reduced pressure to recover 3-nitro-2-nitrobenzoic acid; and (5) extracting a water layer with an organic solvent, adjusting an pH value with an acid, and performing filtering anddrying to obtain the 2-methyl-6-nitrobenzoic acid. In a low-concentration nitric acid environment, 3-nitro-2-nitrobenzoic acid is produced and 2-methyl-6-nitrobenzoic acid is co-produced with oxygen used as an oxidizing agent, so the problems of low selectivity of 3-nitro-o-xylene in an oxidation process and high risks in a concentrated nitric acid oxidation process are solved.

CO-production method 3 - nitro -2 - methyl benzoic acid and 3 -nitrophthalic acid (by machine translation)

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Paragraph 0019-0044, (2020/07/15)

The method comprises the following steps: (3 -) in nitric acid, oxidizing -2 - nitro-3 - methylbenzoic acid to 1 nitro 3 - methylbenzoic acid under the presence of a catalyst and an initiator; and (3 -) filtering to obtain the -2 -nitro 2 methylbenzoic acid crude product after the reaction is completed by heating while carrying out the reaction to complete the reaction and completing a 3 - nitro -2 -2 - methylbenzoic acid crude product after the reaction is completed, and the obtained crude 3 - product -2 - is obtained by recrystallizing the 4 mother liquor in the mother 3 - 1 liquor step (3) after the reaction is complete and the reaction is complete and the 3 - process is completed by carrying out the reaction on the 3 - mother liquor in the presence of a 3 - catalyst and an initiator to obtain the 3 -nitrobenzoic acid crude product. The method solves the problems of large waste water waste salt amount, difficult aftertreatment and serious environmental pollution in the prior art. (by machine translation)

Naphthalenes Oxidation by Aqueous Sodium Hypochlorite Catalyzed by Ruthenium Salts under Phase-Transfer Catalytic Conditions

Patil, Rajendra D.,Sasson, Yoel

, p. 991 - 997 (2016/04/20)

Highly effective and fast oxidation of naphthalene(s) to phthalic acid(s) under biphasic conditions using nominal catalyst loading (0.5 mol%) of ruthenium chloride, 2.5 mol% tetrabutyl ammonium bromide as phase transfer catalyst and inexpensive aqueous sodium hypochlorite (NaOCl) as reagent has developed. Recovery, regeneration and reuse of the catalytic system add its merit to green chemistry.

Preparation of 2-phenyl-3-hydroxyquinoline-4(1H)-one-5-carboxamides as potential anticancer and fluorescence agents

Funk, Petr,Motyka, Kamil,D?ubák, Petr,Znojek, Pawel,Gurská, Soňa,Kusz, Joachim,McMaster, Claire,Hajdúch, Marián,Soural, Miroslav

, p. 48861 - 48867 (2015/06/16)

The synthesis of 3-hydroxyquinoline-4(1H)-one derivatives bearing substituted phenyl in position 2 and variously substituted carboxamide group in position 5 is described, with use of 3-nitrophthalic anhydride, α-haloketones and primary amines as the starting materials. The synthetic approach was inspired by the preparation of analogous derivatives reported previously. However, a different strategy had to be developed with the corresponding bis(phenacyl)-3-aminophthalates as the key intermediates. Synthesized hydroxyquinolinones, as well as their intermediates, were tested for their cytotoxic activity towards various cancer and non-malignant cell lines. The fluorescent properties of these compounds have also been evaluated. In both fields, interesting data were obtained and compared to isomeric compounds that have been studied in the past.

Inclusion complex containing epoxy resin composition for semiconductor encapsulation

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, (2014/03/21)

The invention is an epoxy resin composition for sealing a semiconductor, including (A) an epoxy resin and (B) a clathrate complex. The clathrate complex is one of (b1) an aromatic carboxylic acid compound, and (b2) at least one imidazole compound represented by formula (II): wherein R2 represents a hydrogen atom, C1-C10 alkyl group, phenyl group, benzyl group or cyanoethyl group, and R3 to R5 represent a hydrogen atom, nitro group, halogen atom, C1-C20 alkyl group, phenyl group, benzyl group, hydroxymethyl group or C1-C20 acyl group. The composition has improved storage stability, retains flowability when sealing, and achieves an effective curing rate applicable for sealing delicate semiconductors.

Design, synthesis and in-vitro cytotoxicity of novel platinum (II) complexes with phthalate as the leaving group

Sharma, Rajiv,Rawal, Ravindra K.,Malhotra, Manav,Gaba, Tripti,Sharma,Bhardwaj

, p. 872 - 878 (2013/12/04)

Three platinum (II) complexes (6-8) with phthalate as the leaving group were synthesized and characterized by FTIR, 1H NMR, 13C NMR, mass spectrometry and elemental analysis. In-vitro cytotoxicity of all three complexes was evaluated using COLO 205 (human colon cancer cell line) against the parent drug "oxaliplatin". The compound 4-amino-(transcyclohexane-1,2-diamine) platinum(II) (8) showed potent cytotoxicity with IC50 = 0.12 μM as compared to oxaliplatin (IC50 = 0.19 μM) and its aqueous solubility was found to be 16 mg/mL which is higher than oxaliplatin (8 mg/mL). The acute toxicity showed that the platinum complex (8) was less toxic than oxaliplatin. Molecular oxaliplatin-DNA complex structure indicates that the diaminocyclohexane (DACH) and Pt (II) showed interactions with N7 and O6 of GG base pairs of DNA helix. In this present study, it is interesting to note that all three platinum based anticancer agents with phthalate as the leaving group exhibited great cytotoxicity, less toxicity, good lipophilicity as well as better aqueous solubility. 2013 Bentham Science Publishers.

Rational design of colorimetric reagent for sensitivity and selectivity enhancement for β hydroxy acid of simvastatin

Bhatia, Manish S.,Jadhav, Swapnil D.,Dhavale, Rakesh P.,Choudhari, Prafulla B.

, p. 496 - 501 (2013/08/23)

Simvastatin is used in the treatment of hypercholesterolemia as β hydroxy acid of simvastatin (BHA) which inhibits 3-hydroxy methyl glutaryl coenzyme A involved in cholesterol synthesis. The present communication deals with the development of colorimetric method for estimation of BHA through rational design of colorimetric reagent for sensitivity and selectivity enhancement. BHA is an active metabolite as well as impurity of simvastatin, synthesized by alkaline hydrolysis of simvastatin. In the developed colorimetric method, improvement in the sensitivity of quantification of BHA was found to be more than 660 folds. The detector response for BHA in colorimetric method was found to be linear in concentration range of 0.1- 3.2ng/mL. This method was validated using ICH Q2B (R1) guidelines. The reported method is found to be simple, precise, accurate, rapid and economic for quantification of BHA. The colorimetric method can be optimized further for quantification of BHA in simvastatin formulations and in plasma.

Synthesis, characterization and thermal properties of some new azopolyimides

Logesh,Rajendiran

experimental part, p. 3033 - 3038 (2012/08/29)

A new class of aromatic azopolyimides were synthesized from aromatic diamine with 3,3',4,4'-azobenzenetetracarboxlic dianhydride. The synthesis involved the reaction of the dianhydride with respective diamine to yield an intermediate, soluble, open chain

Process development for ABT-472, a benzimidazole PARP inhibitor

Barkalow, Jufang H.,Breting, Jeffrey,Gaede, Bruce J.,Haight, Anthony R.,Henry, Rodger,Kotecki, Brian,Mei, Jianzhang,Pearl, Kurt B.,Tedrow, Jason S.,Viswanath, Shekhar K.

, p. 693 - 698 (2012/12/29)

A nine-step convergent process was developed for the synthesis of ABT-472, a benzimidazole PARP inhibitor. The identity and origin of several impurities were determined, and the process was modified to reduce or eliminate these impurities. A number of safety and control issues were investigated. The original synthesis was shortened to 9 steps and streamlined while maintaining a convergent strategy. A stable salt was selected, and control of the API solid form was established. The process was successfully scaled up to provide 8.5 kg of final product of >99% purity in 33% yield over 9 steps.

HYDRAZIDES AND DERIVATIVES PRODUCTION PROCESS FROM HYDRAZINES AND DICARBOXYLIC ACIDS

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Page/Page column 7, (2008/06/13)

The present invention describes a process to form hydrazides from the reaction of a hydrazine and a dicarboxylic, using a Lewis acid as a main reagent of the reaction. The reaction occurs in a safe reactional environment, utilizing smooth conditions, neither involving high temperatures nor high pressures, producing the desired products with high yields, between 90-95%. The invention also describes a kit for utilization of chemiluminescent substances, comprised of two solutions.

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