ChemicalBook--->CAS DataBase List--->37148-48-4

37148-48-4

37148-48-4 Structure

37148-48-4 Structure
IdentificationMore
[Name]

4-Amino-3,5-dichloroacetophenone
[CAS]

37148-48-4
[Synonyms]

1-(4-AMINO-3,5-DICHLOROPHENYL)-ETHANONE
3,5-DICHLORO-4-AMINOACETOPHENONE
4-ACETYL-2,6-DICHLOROANILINE
4'-AMINO-3',5'-DICHLOROACETOPHENONE
4-AMINO-3,5-DICHLOROACETOPHENONE
TIMTEC-BB SBB003511
1-(4-amino-3,5-dichlorophenyl)ethan-1-one
1-(4-Amino-3,5-dichloro-phenyl)-2-ethanone
5-AMINO-3,5-DICHLORO ACETOPHENONE
4''-AMINO-3'',5''-DICHLOROACETOPHENONECLENBUTEROL
1-(4-Amino-3,5-dichlorophenyl)-ethanone, 3,5-Dichloro-4-aminoacetophenone
[EINECS(EC#)]

253-368-1
[Molecular Formula]

C8H7Cl2NO
[MDL Number]

MFCD00238535
[Molecular Weight]

204.05
[MOL File]

37148-48-4.mol
Questions And AnswerBack Directory
[Description]

 4-Amino-3,5-dichloroacetophenone is an intermediate in the synthesis of the antitussive and antiasthmatic drug gramtin.
[Storage]

4-Amino-3,5-dichloroacetophenone should be stored in a cool, dry place in a small, well filled, well-closed container, protected from light. When a partially filled container is used, the air should be replaced by nitrogen or another inert gas.
4-Amino-3,5-dichloroacetophenone oxidizes on exposure to air, resulting in an increase in the peroxide value.
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[Melting point ]

162-166 °C(lit.)
[Boiling point ]

351.5±42.0 °C(Predicted)
[density ]

1.2748 (rough estimate)
[refractive index ]

1.5500 (estimate)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

-1.72±0.10(Predicted)
[color ]

Light Tan to Brown
[InChI]

InChI=1S/C8H7Cl2NO/c1-4(12)5-2-6(9)8(11)7(10)3-5/h2-3H,11H2,1H3
[InChIKey]

JLPKZJDZXIKSCP-UHFFFAOYSA-N
[SMILES]

C(=O)(C1=CC(Cl)=C(N)C(Cl)=C1)C
[CAS DataBase Reference]

37148-48-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29223990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic acid-->4-Aminoacetophenone-->Acetic anhydride-->Chlorine-->Acetyl chloride-->2,6-Dichloroaniline-->Ferric chloride-->Chloroform-->2,4,6-Trichloroaniline
[Preparation Products]

4-Amino-alpha-tert-butylamine-3,5-dichloroacetophenone-->4-Amino-3,5-dichlorophenacylbromide-->1-(4-Amino-3-chloro-phenyl)-ethanone-->Clenbuterol hydrochloride-->3,4,5-Trichloro-benzoicacid-->3',5'-Dichloroacetophenone
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powder. Insoluble in cold water, slightly soluble in hot water, easily soluble in ethanol, ether, benzene and other organic solvents.
[Physical properties]

4-Amino-3,5-dichloroacetophenone is a white to light yellow crystal powder. Insoluble in cold water, slightly soluble in hot water, easily soluble in ethanol, ether, benzene and other organic solvents.
[Uses]

4-Amino-3,5-dichloroacetophenone is used to synthesize the drug Clenbuterol. Clenbuterol is a steroid-like chemical that was initially developed to treat asthma in horses, working by relaxing the airways in the animals'lungs.
[Application]

4-Amino-3,5-dichloroacetophenone is a compound useful in organic synthesis.
[Preparation]

3,5-Dichloro-4-aminoacetophenone was synthesized by chlorination of 4-aminoacetophenone. Add 4-aminoacetophenone and acetic acid (80%) into the reaction pot, stir and dissolve, quickly add chlorine-containing glacial acetic acid solution, the temperature of the addition is 5 °C, after the addition is completed, immediately put into ice water to precipitate the precipitate, filter, and wash with water to obtain the crude product Recrystallize with ethanol to obtain the finished product of 3,5-dichloro-4-aminoacetophenone.
[Synthesis]

Acetyl chloride

75-36-5

2,6-Dichloroaniline

608-31-1

4-Amino-3,5-dichloroacetophenone

37148-48-4

To a 250 mL three-necked flask was added 8.3 g of 2,6-dichloroaniline, 50 mL of chloroform was added and stirred to disperse, then 30 g of ferric chloride was added. The temperature of the reaction system was controlled at 0 °C and 8.8 g of acetyl chloride was added dropwise. After the dropwise addition, the reaction was continued to be stirred at room temperature for 6 hours. After completion of the reaction, the reaction solution was acidified, filtration was carried out and the resulting solid was washed with water to give 9.0 g of light yellow 3,5-dichloro-4-aminoacetophenone in 88.6% yield. The purity of the product was 99.5% by HPLC.

[References]

[1] Patent: CN105968021, 2016, A. Location in patent: Paragraph 0168-0169
Spectrum DetailBack Directory
[Spectrum Detail]

4-Amino-3,5-dichloroacetophenone(37148-48-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Amino-3,5-dichloroacetophenone, 98%(37148-48-4)
[Sigma Aldrich]

37148-48-4(sigmaaldrich)
[TCI AMERICA]

4'-Amino-3',5'-dichloroacetophenone,>98.0%(GC)(37148-48-4)
37148-48-4 suppliers list
Company Name: Shandong Chenyi Environmental Protection Technology Co., Ltd  Gold
Telephone: 0531-83179999 13395316108
Website: http://www.chenyichem.com/
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: Meryer (Shanghai) Chemical Technology Co., Ltd.  
Telephone: 4006356688 18621169109
Website: www.x-labseek.com/
Company Name: TCI (Shanghai) Development Co., Ltd.  
Telephone: 021-67121386
Website: https://www.tcichemicals.com/CN/zh/
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: Capot Chemical Co., Ltd  
Telephone: +86 (0) 571 85 58 67 18
Website: www.capotchem.com
Company Name: Adamas Reagent, Ltd.  
Telephone: 400-6009262 15618770481
Website: www.tansoole.com
Company Name: Nanjing Chemlin Chemical Co., Ltd  
Telephone: 025-83697070 13770331960
Website: www.echemlin.cn
Company Name: Shanghai Hanhong Scientific Co.,Ltd.  
Telephone: 021-54306202 13764082696
Website: https://www.hanhongsci.com
Company Name: Chemsky(shanghai)International Co.,Ltd.  
Telephone: 021-50135380
Website: www.shchemsky.com
Company Name: XiaoGan ShenYuan ChemPharm co,ltd  
Telephone: 15527621225; 15527621225
Website: http://www.farchem.com/
Company Name: BioBioPha Co., Ltd.  
Telephone: 0871-65217109
Website: http://www.biobiopha.com
Company Name: Shanghai civi chemical technology co.,Ltd  
Telephone: 86-21-34053660
Website: www.labgogo.com
Company Name: Thermo Fisher Scientific  
Telephone: 800-810-5118
Website: www.thermo.com.cn
Company Name: Beijing innoChem Science & Technology Co.,Ltd.  
Telephone: 400-810-7969 010-59572699
Website: www.inno-chem.com.cn
Company Name: Shanghai Topbiochem Technology Co., Ltd  
Telephone: +86-21-60341587
Website: www.topbiochem.com
Company Name: Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.  
Telephone: 025-66113011 13913916777
Website: www.aikonchem.com/
Company Name: 9ding chemical ( Shanghai) Limited  
Telephone: 4009209199
Website: www.9dingchem.com
Tags:37148-48-4 Related Product Information
2476-37-1 99-93-4 100-19-6 99-03-6 75-36-5 3018-12-0 70-11-1 107-43-7 530-14-3 123-54-6 122-00-9 98-86-2 2124-31-4 56-40-6 99-92-3 14401-72-0 313553-17-2 37148-48-4