4'-Amino-3',5'-dichloroacetophenone supplier

Name
4-Amino-3,5-dichloroacetophenone
EINECS 253-368-1
CAS No. 37148-48-4
Density 1.386 g/cm³
Solubility
Melting Point 162-166 °C(lit.)
Formula C₈H₇Cl₂NO
Boiling Point 351.5 °C at 760 mmHg
Molecular Weight 204.056
Flash Point 166.4 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-(4-Amino-3,5-dichlorophenyl)ethanone;4-Acetyl-2,6-dichloroaniline;1-(4-Amino-3,5-dichlorphenyl)ethanon;4-Amino-3,5-dichloroacetophenone;
PSA 43.09000
LogP 3.35940

Synthetic route

: 108-24-7
acetic anhydride

: 608-31-1
2,6-Dichloroaniline

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃;	98.9%

: 75-36-5
acetyl chloride

: 608-31-1
2,6-Dichloroaniline

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions

Conditions	Yield
With iron(III) chloride In chloroform at 0 - 20℃; for 6h;	88.6%

: 99-92-3
4-Aminoacetophenone

A: 6953-83-9
1-(4-amino-3-chlorophenyl)ethan-1-one

B: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions

Conditions	Yield
With N-chloro-succinimide In acetonitrile at 20℃; for 3.5h;	A 18% B 80%
With N-chloro-succinimide In acetonitrile at 20℃; for 4.5h;	A 45% B 20%

: 99-92-3
4-Aminoacetophenone

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions

Conditions	Yield
With chlorine; acetic acid

: 7782-50-5
chlorine

: 99-92-3
4-Aminoacetophenone

: 64-19-7
acetic acid

A: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

B: 634-93-5
2,4,6-trichloroaniline

...Expand

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 120215-63-6
C8H8Cl2N2O

Conditions

Conditions	Yield
With hydroxylamine In tetrahydrofuran	100%

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

Conditions

Conditions	Yield
With bromine at 20℃; for 3h;	95.2%
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-1-ethanone With bromine In chloroform for 0.5h; Reflux; Inert atmosphere; Stage #2: With triethylamine; phosphonic acid diethyl ester In tetrahydrofuran at 0 - 20℃; for 0.166667h; Inert atmosphere;	89%
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-1-ethanone With bromine In tetrahydrofuran; chloroform for 0.416667h; Reflux; Stage #2: With diethyl phosphite; triethylamine In tetrahydrofuran at 20℃; for 0.166667h;	89%

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 3,5-dichloro-4-bromoacetophenone

Conditions

Conditions	Yield
With hydrogen bromide; copper(I) bromide; sodium nitrite In water at 0 - 5℃; for 4.5h;	90%

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 75-05-8
acetonitrile

: 2,6-dichloro-4-(2,6-dimethylpyrimidin-4-yl)aniline

Conditions

Conditions	Yield
With sodium hydroxide; copper dichloride at 120℃; for 24h; Schlenk technique; Inert atmosphere;	84%
With sodium hydroxide; copper dichloride at 110℃; for 20h; Inert atmosphere;	84%

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: copper dichloride

: 35981-65-8
3’,4’,5’-Trichloroacetophenone

Conditions

Conditions	Yield
With tert.-butylnitrite In acetonitrile at 65℃; for 1h; Glovebox; Schlenk technique; Reflux;	80%

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 918451-58-8
α-methyl-4-amino-3,5-dichlorobenzylamine

Conditions

Conditions	Yield
With ammonia; hydrogen In tetrahydrofuran at 120℃; for 20h;	79%

concentrated acetic acid: concentrated acetic acid

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 6303-21-5
hypophosphorous acid

: 109346-95-4
2-(3,5-dichlorophenyl)acetaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water	70%

...Expand

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 4-amino-bromo-3,5-dichloroacetophenone

Conditions

Conditions	Yield
With bromine In chloroform at 20℃; for 1h;	67%

: 24424-99-5
di-tert-butyl dicarbonate

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: N,N-Bis(tert-butoxycarbonyl)-2,6-dichloro-4-acetylaniline

Conditions

Conditions	Yield
With dmap In tetrahydrofuran Reflux; Inert atmosphere;	56%
With dmap In tetrahydrofuran at 20℃; for 50h; Reflux;	56%

: 405-05-0
3-fluoro-4-hydroxybenzaldehyde

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: (E)-1-(4-amino-3,5-dichlorophenyl)-3-(3-fluoro-4-hydroxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 120℃;	49%

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 14401-72-0
3',5'-dichloroacetophenone

Conditions

Conditions	Yield
With pyridine; hydrogenchloride; sodium nitrite Behandeln der Reaktionsloesung mit wss. H3PO2 unterhalb 5grad;

: 75-44-5
phosgene

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-17-0
2,6-dichloro-4-acetylphenyl isocyanate

Conditions

Conditions	Yield
In toluene
In toluene
In toluene

: 75-44-5
phosgene

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 124-40-3
dimethyl amine

: 60677-46-5
3,5-Dichlor-4-N,N-dimethylcarbamoylaminoacetophenon

Conditions

Conditions	Yield
(i) toluene, (ii) /BRN= 605257/; Multistep reaction;

...Expand

: 75-44-5
phosgene

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 62-53-3
aniline

: 60677-48-7
3,5-dichloro-4-phenylcarbamoylaminoacetophenone

Conditions

Conditions	Yield
(i) toluene, (ii) /BRN= 605631/; Multistep reaction;

...Expand

: 75-44-5
phosgene

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 108-93-0
cyclohexanol

: 60677-50-1
3,5-dichloro-4-cyclohexyloxycarbonylaminoacetophenone

Conditions

Conditions	Yield
(i) toluene, (ii) /BRN= 906744/; Multistep reaction;

...Expand

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-37-4
4-carbamoylamino-3,5-dichloroacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene 2: NH3 / toluene View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-39-6
4-carbamoylamino-3,5-dichloro-α-bromo-methyl benzyl alcohol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: toluene 2: NH3 / toluene 3: Br2 / acetic acid 4: NaBH4 View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-35-2
3,5-dichloro-4-methylcarbamoylaminoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene 2: toluene View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-86-3
3,5-dichloro-4-methoxycarbonylaminoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene 2: toluene View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-38-5
4-carbamoylamino-3,5-dichloro-α-bromoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: toluene 2: NH3 / toluene 3: Br2 / acetic acid View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-52-3
3,5-dichloro-4-ethylcarbamoylaminoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-26-1
3,5-dichloro-4-ethoxycarbonylaminoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene 2: toluene View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-19-2
3,5-dichloro-4-methoxycarbonylamino-α-bromomethylbenzyl alcohol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: toluene 2: toluene 3: Br2 / acetic acid 4: NaBH4 View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-30-7
3,5-dichloro-4-isopropoxycarbonylaminoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene View Scheme

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 60677-28-3
3,5-dichloro-4-n-propoxycarbonylaminoacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene View Scheme

4'-Amino-3',5'-dichloroacetophenone Specification

The Ethanone,1-(4-amino-3,5-dichlorophenyl)-, with the CAS registry number 37148-48-4 and EINECS registry number 253-368-1, has the systematic name of 1-(4-amino-3,5-dichlorophenyl)ethanone. It is a kind of white to light yellow crystal powder, and belongs to the product categories: Aromatic Acetophenones & Derivatives (substituted); (Intermediate of leflunomide); Chemical Amines; Amines; Aromatics. And the molecular formula of the chemical is C₈H₇Cl₂NO.

The characteristics of Ethanone,1-(4-amino-3,5-dichlorophenyl)- are as followings: (1)ACD/LogP: 2.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.87; (4)ACD/LogD (pH 7.4): 2.87; (5)ACD/BCF (pH 5.5): 89.2; (6)ACD/BCF (pH 7.4): 89.2; (7)ACD/KOC (pH 5.5): 866.33; (8)ACD/KOC (pH 7.4): 866.33; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.599; (14)Molar Refractivity: 50.3 cm³; (15)Molar Volume: 147.1 cm³; (16)Polarizability: 19.94×10^-24cm³; (17)Surface Tension: 49.3 dyne/cm; (18)Density: 1.386 g/cm³; (19)Flash Point: 166.4 °C; (20)Enthalpy of Vaporization: 59.62 kJ/mol; (21)Boiling Point: 351.5 °C at 760 mmHg; (22)Vapour Pressure: 4.1E-05 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)C(=O)C
(2)InChI: InChI=1/C8H7Cl2NO/c1-4(12)5-2-6(9)8(11)7(10)3-5/h2-3H,11H2,1H3
(3)InChIKey: JLPKZJDZXIKSCP-UHFFFAOYAO

Product Name

4-Amino-3,5-dichloroacetophenone

Synthetic route

4'-Amino-3',5'-dichloroacetophenone Specification

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