• Name

  1-(2,4,6-TRICHLOROPHENYL)-3-(P-NITROANILINO)-2-PYRAZOLINE-5-ONE

• EINECS
• CAS No. 34320-82-6
• Article Data8
• CAS DataBase
• Density 1.66g/cm³
• Solubility
• Melting Point 299-304 °C
• Formula C15H9 Cl3 N4 O3
• Boiling Point 541.7°Cat760mmHg
• Molecular Weight 399.62
• Flash Point 281.4°C
• Transport Information
• Appearance
• Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl⁻ and NO_x. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2-Pyrazolin-5-one,3-(p-nitroanilino)-1-(2,4,6-trichlorophenyl)- (6CI,7CI,8CI);1-(2,4,6-Trichlorophenyl)-3-p-nitroanilino-2-pyrazolin-5-one;1-(2,4,6-Trichlorophenyl)-3-p-nitroanilino-2-pyrazoline-5-one;3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-5-pyrazolone; NSC 166498
• PSA 90.52000
• LogP 4.81410

Synthetic route

84104-53-0

5-(4-Nitrophenoxymethyl)-3-<2-oxo-2-(2,4,6-trichloroanilino)ethyl>-1,2,4-oxadiazole

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water for 5h; Heating;	75%
With potassium hydroxide In methanol

85573-36-0

3-(4-nitroanilino)-3-oximino-2',4',6'-trichloropropionanilide

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Yield given. Multistep reaction;

84104-53-0

5-(4-Nitrophenoxymethyl)-3-<2-oxo-2-(2,4,6-trichloroanilino)ethyl>-1,2,4-oxadiazole

A

92694-95-6

3-<(4-Nitrophenoxyacetyl)amino>-1-(2,4,6-trichlorophenyl)-2-pyrazolin-5-one

B

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water for 1h; Heating;

20142-88-5

2-(4-nitrophenoxy)acetyl chloride

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 74 percent / NEt3 / tetrahydrofuran / 1. 5 h/RT 2. 30 min reflux 2: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 3: K2CO3 / ethanol; H2O / 1 h / Heating View Scheme

24522-44-9

2-cyano-2',4',6'-trichloroacetanilide

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 93 percent / hydroxylamine 2: 74 percent / NEt3 / tetrahydrofuran / 1. 5 h/RT 2. 30 min reflux 3: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 4: 75 percent / K2CO3 / ethanol; H2O / 5 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 93 percent / hydroxylamine 2: 74 percent / NEt3 / tetrahydrofuran / 1. 5 h/RT 2. 30 min reflux 3: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 4: K2CO3 / ethanol; H2O / 1 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 73 percent / HCl(g) / tetrahydrofuran; toluene / 20 h / Ambient temperature 2: 48 percent / 18 h / 40 °C 3: 57 percent / hydroxylamine / methanol; tetrahydrofuran / 7 h / Heating View Scheme

92694-94-5

O-(4-Nitrophenoxyacetyl)-3-oxo-3-(2,4,6-trichloroanilino)propionamidoxime

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 2: 75 percent / K2CO3 / ethanol; H2O / 5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 2: K2CO3 / ethanol; H2O / 1 h / Heating View Scheme

78515-46-5

3-Oxo-3-(2,4,6-trichloroanilino)propionamidoxime

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 74 percent / NEt3 / tetrahydrofuran / 1. 5 h/RT 2. 30 min reflux 2: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 3: 75 percent / K2CO3 / ethanol; H2O / 5 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 74 percent / NEt3 / tetrahydrofuran / 1. 5 h/RT 2. 30 min reflux 2: 65 percent / xylene / 2 h / Heating; using Dean-Stark Water separator 3: K2CO3 / ethanol; H2O / 1 h / Heating View Scheme

111888-43-8

3--3-methoxy-2',4',6'-trichloropropionanilide

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 57 percent / hydroxylamine / methanol; tetrahydrofuran / 7 h / Heating View Scheme

111888-37-0

3-ethoxy-3-imino-2',4',6'-trichloropropionanilide hydrochloride

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 48 percent / 18 h / 40 °C 2: 57 percent / hydroxylamine / methanol; tetrahydrofuran / 7 h / Heating View Scheme

100-01-6

4-nitro-aniline

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 48 percent / 18 h / 40 °C 2: 57 percent / hydroxylamine / methanol; tetrahydrofuran / 7 h / Heating View Scheme

3-(4-nitroanilino)-3-oximino-N-(2,4,6-trichlorophenyl)propionamide

A

27662-65-3

pyrazolinone

B

34320-82-6

3-(4-Nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazoline-5-one

1-(2,4,6-TRICHLOROPHENYL)-3-p-NITRO-ANILINO-2-PYRAZOLIN-5-ONE Toxicity Data With Reference

1-(2,4,6-TRICHLOROPHENYL)-3-p-NITRO-ANILINO-2-PYRAZOLIN-5-ONE Consensus Reports

1-(2,4,6-TRICHLOROPHENYL)-3-p-NITRO-ANILINO-2-PYRAZOLIN-5-ONE Safety Profile