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4-Amino-3,5-dichloro-alpha-bromoacetophenone
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Name

4-Amino-3,5-dichloro-alpha-bromoacetophenone

 EINECS 253-367-6
CAS No. 37148-47-3 Density 1.764 g/cm3
PSA 43.09000 LogP 3.73440
Solubility N/A Melting Point 142-145 °C
Formula C8H6BrCl2NO Boiling Point 396.4 °C at 760 mmHg
Molecular Weight 282.952 Flash Point 193.6 °C
Transport Information N/A Appearance Yellow solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 37148-47-3 (4-Amino-3,5-dichloro-alpha-bromoacetophenone) Hazard Symbols N/A
Synonyms

1-(4-Amino-3,5-dichlorophenyl)-2-bromoethanone;4-Amino-w-bromo-3,5-dichloroacetophenone;

Article Data 18

4-Amino-3,5-dichloro-alpha-bromoacetophenone Synthetic route

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
ConditionsYield
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%
608-31-1

2,6-Dichloroaniline

37148-47-3

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron(III) chloride / chloroform / 6 h / 0 - 20 °C
2: bromine / 3 h / 20 °C
View Scheme
99-92-3

4-Aminoacetophenone

37148-47-3

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-chloro-succinimide / acetonitrile / 4.5 h / 20 °C
2: copper(ll) bromide / ethyl acetate; chloroform; ethanol / 2 h / Reflux
View Scheme
6045-08-5

1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-amine

37148-47-3

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

4-amino-α-D9-tert-butylamine-3,5-dichloroacetophenone hydrochloride

Conditions
ConditionsYield
In acetonitrile at 20℃; for 6h; Solvent;96%
With N-ethyl-N,N-diisopropylamine In chloroform for 3h; Reflux;72%
37148-47-3

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

124-68-5

2-Amino-2-methyl-1-propanol

1-(4-amino-3,5-dichlorophenyl)-2-(1-hydroxy-2-methylpropan-2-ylamino)ethanone

Conditions
ConditionsYield
In chloroform at 20℃; for 2h;91%
27646-80-6

N-Methyl-2-amino-2-methyl-1-propanol

37148-47-3

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

1242652-49-8

2-(4-amino-3,5-dichlorophenyl)-4,5,5-trimethylmorpholin-2-ol

Conditions
ConditionsYield
In chloroform at 20℃; for 2h;91%
37148-47-3

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

10312-55-7

3-aminoterephthalic acid

2-aminoterephthalic acid bis-[2-(4-amino-3,5-dichlorophenyl)-2-oxo-ethyl] ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 1h;90%
32187-15-8

thioanthranilic acid

37148-47-3

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

S-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl]-2-aminobenzenecarbothioate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;90%
37148-47-3

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

18197-26-7

sodium diformamide

C10H8Cl2N2O3

Conditions
ConditionsYield
In acetonitrile at 70℃; for 2h;88.1%
37148-47-3

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

85743-02-8

2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester

1-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl]-4-methyl-2-aminoterephthalate

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃;82%

4-Amino-3,5-dichloro-alpha-bromoacetophenone Specification

The Ethanone,1-(4-amino-3,5-dichlorophenyl)-2-bromo-, with the CAS registry number 37148-47-3 and EINECS registry number 253-367-6, has the systematic name of 1-(4-amino-3,5-dichlorophenyl)-2-bromoethanone. It is a kind of yellow solid, and belongs to the following product categories: Aromatics Compounds; Aromatics. And the molecular formula of the chemical is C8H6BrCl2NO.

The characteristics of Ethanone,1-(4-amino-3,5-dichlorophenyl)-2-bromo- are as followings: (1)ACD/LogP: 3.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.39; (4)ACD/LogD (pH 7.4): 3.39; (5)ACD/BCF (pH 5.5): 223.64; (6)ACD/BCF (pH 7.4): 223.64; (7)ACD/KOC (pH 5.5): 1672.69; (8)ACD/KOC (pH 7.4): 1672.69; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 20.31 Å2; (13)Index of Refraction: 1.643; (14)Molar Refractivity: 58.03 cm3; (15)Molar Volume: 160.3 cm3; (16)Polarizability: 23×10-24cm3; (17)Surface Tension: 57.8 dyne/cm; (18)Density: 1.764 g/cm3; (19)Flash Point: 193.6 °C; (20)Enthalpy of Vaporization: 64.67 kJ/mol; (21)Boiling Point: 396.4 °C at 760 mmHg; (22)Vapour Pressure: 1.71E-06 mmHg at 25°C. 

Uses of Ethanone,1-(4-amino-3,5-dichlorophenyl)-2-bromo-: It can react with 2-amino-benzoic acid to produce 2-amino-benzoic acid 2-(4-amino-3,5-dichloro-phenyl)-2-oxo-ethyl ester. This reaction will need reagent NaHCO3, and the menstruum dimethylformamide. And the yield is about 79%. 

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)C(=O)CBr
(2)InChI: InChI=1/C8H6BrCl2NO/c9-3-7(13)4-1-5(10)8(12)6(11)2-4/h1-2H,3,12H2
(3)InChIKey: ATKJJUFAWYSFID-UHFFFAOYAL

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