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2-Amino-5-chlorobenzophenone

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2-Amino-5-chlorobenzophenone Basic information

Product Name:
2-Amino-5-chlorobenzophenone
Synonyms:
  • 5-CHLORO-2-AMINOBENZOPHENONE
  • 4-CHLORO-2-BENZOYLANILINE
  • (2-AMINO-5-CHLOROPHENYL)(PHENYL)METHANONE
  • 2-AMINO-5-CHLOROBENZOPHENONE
  • LABOTEST-BB LT00259286
  • IFLAB-BB F1386-0355
  • 2-Amino-5-chlorobenophenone
  • ACB
CAS:
719-59-5
MF:
C13H10ClNO
MW:
231.68
EINECS:
211-949-7
Product Categories:
  • pharma material
  • Amines, Aromatics, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
  • Benzene derivatives
  • FINE Chemical & INTERMEDIATES
  • Diazepam
  • Aromatic Benzophenones & Derivatives (substituted)
  • ketone
  • Amines
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • 719-59-5
  • john's
Mol File:
719-59-5.mol
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2-Amino-5-chlorobenzophenone Chemical Properties

Melting point:
96-98 °C (lit.)
Boiling point:
207 °C
Density 
1.33
vapor pressure 
0-1Pa at 20-25℃
refractive index 
1.6000 (estimate)
Flash point:
211 °C
storage temp. 
Store below +30°C.
solubility 
Solubility in methanol gives very faint turbidity. Soluble in DMSO.
pka
0.06±0.10(Predicted)
form 
Crystalline Powder
color 
Yellow
BRN 
475640
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
ZUWXHHBROGLWNH-UHFFFAOYSA-N
LogP
3.16 at 21℃ and pH7
CAS DataBase Reference
719-59-5(CAS DataBase Reference)
NIST Chemistry Reference
Benzophenone, 2-amino-5-chloro-(719-59-5)
EPA Substance Registry System
Methanone, (2-amino-5-chlorophenyl)phenyl- (719-59-5)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22-20/21/22
Safety Statements 
26-36
WGK Germany 
3
RTECS 
PC4933500
TSCA 
Yes
HS Code 
29223900
Toxicity
LD50 orally in Rabbit: 10000 mg/kg

MSDS

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2-Amino-5-chlorobenzophenone Usage And Synthesis

Chemical Properties

yellow powder

Uses

A metabolite of Diazepam; it had a much weaker anticonvulsant effect.

Uses

It is used in the heterocyclic syntheses based on the reactions of dimethyl acetylenedicarboxylate.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 6811, 1994 DOI: 10.1016/0040-4039(94)85011-9

General Description

2-Amino-5-chlorobenzophenone is a organic nonlinear optical material.

Synthesis

719-64-2

719-59-5

(2) 10.0 g of intermediate (II) was added to a three-necked flask containing 50 mL of ethanol, 4.8 g of iron powder was added, and refluxed for 0.5 hours. Subsequently, 1 mL of 6 mol/L sulfuric acid solution was slowly added dropwise. After the dropwise addition, the reaction was continued to reflux for 1 hour. After the reaction was completed, the pH of the reaction solution was adjusted to 8 with NaOH solution and cooled to 50 °C. Add 0.2 g of activated carbon and reflux for 0.5 h. Perform hot filtration into a crystallization flask and cool the crystals. The crystals were washed with ethanol and dried to give 9.60 g of intermediate (III) in 95.1% yield, melting point 96.3-98.2 °C.

References

[1] Journal of Chemical Research - Part S, 2002, # 12, p. 601 - 603
[2] Patent: CN108250091, 2018, A. Location in patent: Paragraph 0032; 0034; 0040
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1994, vol. 33, # 7, p. 690 - 691
[4] Patent: CN106083621, 2016, A. Location in patent: Paragraph 0021-0025
[5] Patent: CN107935872, 2018, A. Location in patent: Paragraph 0034-0063; 0067-0074

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