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2958-36-3

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2958-36-3 Usage

Chemical Properties

YELLOW TO YELLOW-GREEN POWDER

Uses

Different sources of media describe the Uses of 2958-36-3 differently. You can refer to the following data:
1. 2-Amino-2',5-dichlorobenzophenone is used to produce lorazepam a drug of the benzodiazepine group, used especially to treat anxiety.
2. Lorazepam Impurity A.

General Description

2-Amino-2′,5-dichlorobenzophenone can be synthesized from a precursor diazepine, Iorazepam.

Check Digit Verification of cas no

The CAS Registry Mumber 2958-36-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,5 and 8 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2958-36:
(6*2)+(5*9)+(4*5)+(3*8)+(2*3)+(1*6)=113
113 % 10 = 3
So 2958-36-3 is a valid CAS Registry Number.

2958-36-3 Well-known Company Product Price

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  • (Code)Product description
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  • Price
  • Detail
  • Alfa Aesar

  • (B20360)  2-Amino-2',5-dichlorobenzophenone, 99%   

  • 2958-36-3

  • 5g

  • 296.0CNY

  • Detail
  • Alfa Aesar

  • (B20360)  2-Amino-2',5-dichlorobenzophenone, 99%   

  • 2958-36-3

  • 10g

  • 308.0CNY

  • Detail
  • Alfa Aesar

  • (B20360)  2-Amino-2',5-dichlorobenzophenone, 99%   

  • 2958-36-3

  • 50g

  • 1231.0CNY

  • Detail
  • USP

  • (1370338)  LorazepamRelatedCompoundB  United States Pharmacopeia (USP) Reference Standard

  • 2958-36-3

  • 1370338-25MG

  • 14,578.20CNY

  • Detail

2958-36-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name (2-amino-5-chlorophenyl)-(2-chlorophenyl)methanone

1.2 Other means of identification

Product number -
Other names 2-amino-5-chloro-2'-chlorobenzophenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2958-36-3 SDS

2958-36-3Synthetic route

5-chloro-3-(2-chlorophenyl)-2,1-benzisoxazole
77792-52-0

5-chloro-3-(2-chlorophenyl)-2,1-benzisoxazole

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
With iron; acetic acid In ethanol; water at 60 - 70℃; for 2h;92%
2-amino-5-chlorobenzonitrile
5922-60-1

2-amino-5-chlorobenzonitrile

2-Chlorobenzeneboronic acid
3900-89-8

2-Chlorobenzeneboronic acid

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water In 2-methyltetrahydrofuran at 80℃; for 36h; Schlenk technique;52%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

4-chloro-aniline
106-47-8

4-chloro-aniline

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
(i) ZnCl2, (ii) aq. HCl, (iii) H2SO4; Multistep reaction;
With sulfuric acid; acetic acid; zinc(II) chloride 2) H2O, reflux, 18 h; Yield given. Multistep reaction;
With zinc(II) chloride at 200 - 230℃; for 3h;
N-[4-Chloro-2-(2-chloro-benzoyl)-phenyl]-acetimidic acid ethyl ester

N-[4-Chloro-2-(2-chloro-benzoyl)-phenyl]-acetimidic acid ethyl ester

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In xylene
lorazepam
846-49-1

lorazepam

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
With hydrogenchloride for 0.5h; Heating; acid hydrolysis;
With hydroxypropyl-α-cyclodextrin In water for 0.75h; Heating;
lormetazepam
848-75-9

lormetazepam

A

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

B

lorazepam
846-49-1

lorazepam

Conditions
ConditionsYield
With hydrogenchloride multistep reaction: biotransformation, acid hydrolysis;
lormetazepam
848-75-9

lormetazepam

A

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

B

2',5-dichloro-2-methylaminobenzophenone
5621-86-3

2',5-dichloro-2-methylaminobenzophenone

Conditions
ConditionsYield
With hydrogenchloride multistep reaction: acid hydrolysis, photolysis;
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: SOCl2 / Heating
2.1: ZnCl2 / 2 h / 205 °C
2.2: 7- percent H2SO4 / 8 h / Heating
View Scheme
2-Chlorophenylacetonitrile
2856-63-5

2-Chlorophenylacetonitrile

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 12 percent / KOH, K2CO3, H2O / benzene; methanol / 2 h / Ambient temperature
2: 92 percent / Fe/AcOH / H2O; ethanol / 2 h / 60 - 70 °C
View Scheme
4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 12 percent / KOH, K2CO3, H2O / benzene; methanol / 2 h / Ambient temperature
2: 92 percent / Fe/AcOH / H2O; ethanol / 2 h / 60 - 70 °C
View Scheme
tert-butyl [4-chloro-2-(2-chlorobenzoyl)phenyl]carbamate

tert-butyl [4-chloro-2-(2-chlorobenzoyl)phenyl]carbamate

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water Reflux;
Stage #1: tert-butyl [4-chloro-2-(2-chlorobenzoyl)phenyl]carbamate With hydrogenchloride; water In ethanol Reflux;
Stage #2: With sodium hydrogencarbonate In ethanol; water pH=8;
N-(t-butoxycarbonyl)-4-chloroaniline
18437-66-6

N-(t-butoxycarbonyl)-4-chloroaniline

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 1.25 h / -40 °C / Inert atmosphere
2.1: hydrogenchloride; water / ethanol / Reflux
2.2: pH 8
View Scheme
4-chloro-aniline
106-47-8

4-chloro-aniline

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene / 20 °C
2.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 1.25 h / -40 °C / Inert atmosphere
3.1: hydrogenchloride; water / ethanol / Reflux
3.2: pH 8
View Scheme
N-methyl-N-methyloxy-2-amino-5-chlorobenzamide
150879-48-4

N-methyl-N-methyloxy-2-amino-5-chlorobenzamide

2-bromo-1-chlorobenzene
694-80-4

2-bromo-1-chlorobenzene

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / ethanol / 0.17 h / 20 °C
1.2: 1.5 h / Reflux
2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine / ethanol; water / 0.17 h / 25 °C
1.2: 1.5 h / Reflux
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
View Scheme
5-chloroanthranilic acid
635-21-2

5-chloroanthranilic acid

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
1.2: Inert atmosphere; Reflux
2.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere
View Scheme
chloroacetyl chloride
79-04-9

chloroacetyl chloride

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

2-chloroacetamido-2’,5-dichlorobenzophenone
14405-03-9

2-chloroacetamido-2’,5-dichlorobenzophenone

Conditions
ConditionsYield
In toluene at 10 - 20℃; for 3.5h;98.1%
With potassium carbonate In ethyl acetate at 10 - 20℃; for 1h; Cooling with ice;96.21%
In toluene for 0.0416667h; Microwave irradiation;88%
With N-ethyl-N,N-diisopropylamine In toluene at 10 - 20℃; for 3.5h;
dimethyl sulfate
77-78-1

dimethyl sulfate

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

2',5-dichloro-2-methylaminobenzophenone
5621-86-3

2',5-dichloro-2-methylaminobenzophenone

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 60℃; for 1h;98%
With tetrabutylammomium bromide; sodium hydroxide In tetrahydrofuran at 20℃; for 1h;
phenylacetylene
536-74-3

phenylacetylene

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

2-phenyl-4-(2'-chlorophenyl)-6-chloroquinoline

2-phenyl-4-(2'-chlorophenyl)-6-chloroquinoline

Conditions
ConditionsYield
With propylphosphonium tetrachloroindate ionic liquid supported on nanosilica In neat (no solvent) at 110℃; for 0.583333h;98%
With indium(III) triflate at 110℃; for 0.075h; microwave irradiation;96%
With potassium dodeca tungstocobaltate trihydrate at 110℃; for 0.166667h; Microwave irradiation; neat (no solvent);96%
(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

(2-azido-5-chlorophenyl)(2-chlorophenyl)methanone

(2-azido-5-chlorophenyl)(2-chlorophenyl)methanone

Conditions
ConditionsYield
Stage #1: (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone With acetic acid; sodium nitrite In water at 0℃; for 1h;
Stage #2: With sodium azide In water for 1h;
98%
Stage #1: (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone With acetic acid; sodium nitrite In water at 0℃; for 1h; Inert atmosphere;
Stage #2: With sodium azide In water at 0 - 20℃; Inert atmosphere;
79%
Stage #1: (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: With sodium azide In water at 20℃; for 4h;
46%
(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

acetylacetone
123-54-6

acetylacetone

1-[6-chloro-4-(2-chlorophenyl)-2-methylquinolin-3-yl]ethan-1-one

1-[6-chloro-4-(2-chlorophenyl)-2-methylquinolin-3-yl]ethan-1-one

Conditions
ConditionsYield
With 1,3-dimethylimidazolium sulfate monomethyl ester; L-proline at 90℃; for 0.583333h; Knoevenagel Condensation; Green chemistry;96%
With Nd(NO3)3*6H2O In ethanol at 20℃; Friedlander reaction;94%
With phosphoric acid In ethanol for 12h; Reflux;93%
cyclohexane-1,2-dione
765-87-7

cyclohexane-1,2-dione

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

7-chloro-9-(2'-chlorophenyl)-2,3-dihydroacridin-4(1H)-one

7-chloro-9-(2'-chlorophenyl)-2,3-dihydroacridin-4(1H)-one

Conditions
ConditionsYield
With indium(III) chloride; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 2h;96%
With sulfuric acid; silica gel In methanol for 2h; Friedlaender Quinoline Synthesis; Reflux;93%
With eaton’s reagent In neat (no solvent) at 90℃; for 3h;86%
dimethylglyoxal
431-03-8

dimethylglyoxal

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

2-acetyl-6-chloro-4-(2'-chlorophenyl)-quinoline

2-acetyl-6-chloro-4-(2'-chlorophenyl)-quinoline

Conditions
ConditionsYield
With indium(III) triflate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 2h; Reagent/catalyst; Temperature; Solvent; Friedlaender Quinoline Synthesis; Ionic liquid;96%
(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol
74067-45-1

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 1.5h; Heating;95%
With sodium tetrahydroborate In methanol for 2h; Heating / reflux;91%
With sodium tetrahydroborate In ethanol
methyl 3-cyclopropyl-3-oxopropanoate
32249-35-7

methyl 3-cyclopropyl-3-oxopropanoate

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

6-chloro-4-(2-chloro-phenyl)-2-cyclopropyl-quinoline-3-carboxylic acid methyl ester

6-chloro-4-(2-chloro-phenyl)-2-cyclopropyl-quinoline-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With aminosulfonic acid at 70℃; for 1h; Product distribution; Further Variations:; Solvents; Temperatures; time; Friedlander condensation;95%
With aminosulfonic acid at 70℃; for 1h; Friedlander condensation;95%
N-phthaloylglycine chloride
6780-38-7

N-phthaloylglycine chloride

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

5,2'-dichloro-2-(phtalimidoacetamido)benzophenone

5,2'-dichloro-2-(phtalimidoacetamido)benzophenone

Conditions
ConditionsYield
In chloroform for 6h; Heating;94%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone
5504-92-7

2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water at 0℃; for 1h;94%
In diethyl ether at 10℃; for 2h;
In acetonitrile chemoselective reaction;
With sodium carbonate In dichloromethane; water at 0℃; for 2h;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

ethyl 6-chloro-4-(2-chlorophenyl)-2-methyl-3-quinolinecarboxylate

ethyl 6-chloro-4-(2-chlorophenyl)-2-methyl-3-quinolinecarboxylate

Conditions
ConditionsYield
With nickel(II) oxide In ethanol for 3h; Friedlaender Quinoline Synthesis; Reflux; Green chemistry;94%
With aminosulfonic acid at 70℃; for 1.25h; Friedlander condensation;91%
With Nd(NO3)3*6H2O In ethanol at 20℃; Friedlander reaction;87%
1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

7-chloro-9-(2'-chlorophenyl)-3,4-dihydroacridin-1(2H)-one

7-chloro-9-(2'-chlorophenyl)-3,4-dihydroacridin-1(2H)-one

Conditions
ConditionsYield
With nickel(II) oxide In ethanol for 3h; Friedlaender Quinoline Synthesis; Reflux; Green chemistry;93%
With sulfuric acid; silica gel In methanol for 2h; Friedlaender Quinoline Synthesis; Reflux;93%
With aminosulfonic acid at 70℃; for 0.75h; Friedlander condensation;89%
5-(trifluoromethyl)-cyclohexane-1,3-dione
124612-15-3

5-(trifluoromethyl)-cyclohexane-1,3-dione

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

7-chloro-9-(2-chlorophenyl)-3-(trifluoromethyl)-3,4-dihydroacridin-1(2H)-one
1052719-52-4

7-chloro-9-(2-chlorophenyl)-3-(trifluoromethyl)-3,4-dihydroacridin-1(2H)-one

Conditions
ConditionsYield
With hydrogenchloride In water at 60 - 75℃; for 0.5h;93%
(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

6-chloro-4-(2-chlorophenyl)-2-(p-tolyl)quinoline
1285610-45-8

6-chloro-4-(2-chlorophenyl)-2-(p-tolyl)quinoline

Conditions
ConditionsYield
With potassium dodeca tungstocobaltate trihydrate at 110℃; for 0.25h; Microwave irradiation; neat (no solvent);93%
acetone
67-64-1

acetone

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

6-chloro-4-(2-chlorophenyl)-2-methylquinoline

6-chloro-4-(2-chlorophenyl)-2-methylquinoline

Conditions
ConditionsYield
With Nafion NR50 In ethanol at 200℃; for 1h; Microwave irradiation;93%
cyclohexanone
108-94-1

cyclohexanone

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

7-chloro-9-(2-chlorophenyl)-1,2,3,4-tetrahydroacridine

7-chloro-9-(2-chlorophenyl)-1,2,3,4-tetrahydroacridine

Conditions
ConditionsYield
With o-benzenedisulfonimide at 80℃; for 4h; Friedlaender synthesis; Neat (no solvent);92%
With 1,3,5-trichloro-2,4,6-triazine In ethanol for 0.833333h; Friedlander annulation; Heating;82%
With metal organic framework of 1,3-bis(carboxymethyl)imidazolium barium-1 complex In neat (no solvent) at 80℃; Microwave irradiation;81%
With silver dodecatungstophosphate In ethanol for 5.5h; Heating;80%
(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

diethyl 4-(2-chlorophenyl)-6-chloroquinoline-2,3-dicarboxylate
1220115-68-3

diethyl 4-(2-chlorophenyl)-6-chloroquinoline-2,3-dicarboxylate

Conditions
ConditionsYield
With indium(III) chloride at 80℃; for 0.833333h; regioselective reaction;92%
Stage #1: acetylenedicarboxylic acid diethyl ester With pyridine at 0 - 10℃; for 0.25h;
Stage #2: (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone at 20℃; for 14h;
86%
With β‐cyclodextrin In water at 65 - 75℃; for 6h;78%
formaldehyd
50-00-0

formaldehyd

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]formamide
53960-31-9

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]formamide

Conditions
ConditionsYield
In toluene Reflux;92%
1-methylcyclohexan-4-one
589-92-4

1-methylcyclohexan-4-one

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

C20H17Cl2N

C20H17Cl2N

Conditions
ConditionsYield
With 1,3-bis(carboxymethyl)-1H-imidazol-3-ium chloride In neat (no solvent) at 100℃; for 16h;92%
1-phenyl-2-tosylethanone
31378-03-7

1-phenyl-2-tosylethanone

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

6-chloro-4-(2-chlorophenyl)-2-phenyl-3-tosylquinoline

6-chloro-4-(2-chlorophenyl)-2-phenyl-3-tosylquinoline

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 150℃; for 1h; Microwave irradiation;92%
(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

methyl iodide
74-88-4

methyl iodide

2',5-dichloro-2-methylaminobenzophenone
5621-86-3

2',5-dichloro-2-methylaminobenzophenone

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide Ambient temperature;91%
With potassium carbonate In N,N-dimethyl-formamide at 30℃; for 5h; Concentration; Solvent; Temperature;
1-phenyl-3-dimethylaminoprop-2-enone
1201-93-0

1-phenyl-3-dimethylaminoprop-2-enone

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

3-((4-chloro-2-(2-chlorobenzoyl)phenyl)amino)-1-phenylprop-2-en-1-one

3-((4-chloro-2-(2-chlorobenzoyl)phenyl)amino)-1-phenylprop-2-en-1-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 20℃; for 0.333333h; Sonication; chemoselective reaction;91%
n-hexan-2-one
591-78-6

n-hexan-2-one

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

6-chloro-4-(2-chloro-phenyl)-2-methyl-3-propyl-quinoline

6-chloro-4-(2-chloro-phenyl)-2-methyl-3-propyl-quinoline

Conditions
ConditionsYield
With aminosulfonic acid at 70℃; for 1.25h; Friedlander condensation;90%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

A

C20H11Cl3N2
1283752-29-3

C20H11Cl3N2

B

6-chloro-2-(2-chlorophenyl)-4-(2-chlorophenyl)-1,2-dihydroquinazoline
1283752-22-6

6-chloro-2-(2-chlorophenyl)-4-(2-chlorophenyl)-1,2-dihydroquinazoline

Conditions
ConditionsYield
With urea at 140℃; under 8175.82 Torr; for 0.0666667h; Neat (no solvent); Microwave irradiation; Closed vessel;A n/a
B 90%
3-Trifluoromethylbenzaldehyde
454-89-7

3-Trifluoromethylbenzaldehyde

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

6-chloro-4-(2-chlorophenyl)-2-(3-(trifluoromethyl)phenyl)quinazoline
1372890-88-4

6-chloro-4-(2-chlorophenyl)-2-(3-(trifluoromethyl)phenyl)quinazoline

Conditions
ConditionsYield
With Maltose; N,N'-Dimethylurea; ammonium acetate; ammonium chloride at 90℃; for 4h;90%
acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

methyl 6-chloro-4-(2-chlorophenyl)-2-methylquinoline-3-carboxylate
1309781-28-9

methyl 6-chloro-4-(2-chlorophenyl)-2-methylquinoline-3-carboxylate

Conditions
ConditionsYield
With 1,3-bis(carboxymethyl)-1H-imidazol-3-ium chloride In neat (no solvent) at 100℃; for 16h;90%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

dimethyl 4-(2-chlorophenyl)-6-chloroquinoline-2,3-dicarboxylate
1220115-67-2

dimethyl 4-(2-chlorophenyl)-6-chloroquinoline-2,3-dicarboxylate

Conditions
ConditionsYield
With tert-butylammonium hexafluorophosphate(V); calcium(II) trifluoromethanesulfonate In neat (no solvent) at 110℃; for 4.5h; Green chemistry; regioselective reaction;89%
With propylphosphonium tetrachloroindate ionic liquid supported on nanosilica In neat (no solvent) at 110℃; for 0.333333h;88%
Stage #1: dimethyl acetylenedicarboxylate With pyridine at 0 - 10℃; for 0.25h;
Stage #2: (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone at 20℃; for 15h;
85%
With β‐cyclodextrin In water at 65 - 75℃; for 6h;82%
1-ethynyl-3-methoxybenzene
768-70-7

1-ethynyl-3-methoxybenzene

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone
2958-36-3

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

6-chloro-4-(2-chlorophenyl)-2-(3-methoxyphenyl)-quinoline
1093059-25-6

6-chloro-4-(2-chlorophenyl)-2-(3-methoxyphenyl)-quinoline

Conditions
ConditionsYield
With potassium dodeca tungstocobaltate trihydrate at 110℃; for 0.166667h; Microwave irradiation; neat (no solvent);89%

2958-36-3Relevant articles and documents

Synthesis of 1-Amino-2,2,2-trifluoroalkylphosphonates from Alkene-Tethered Trifluoroacetimidoyl Chlorides

Rodríguez, José F.,Zhang, Anji,Arora, Ramon,Lautens, Mark

supporting information, p. 7540 - 7544 (2021/10/12)

The reaction of alkene-tethered trifluoroacetimidoyl chlorides with trialkyl phosphites furnishes 1-amino-2,2,2-trifluoroalkylphosphonates. The products were generated in moderate to good yields, and the scalability of this process was showcased. Partial hydrolysis of the phosphonate moiety was achieved. The cyclization is proposed to occur via formation of an imidoyl phosphonate intermediate that becomes susceptible to nucleophilic attack at nitrogen through the strong electron-withdrawing groups at the imidoyl carbon.

Cu(I)-Catalyzed Coupling and Cycloisomerization of Diazo Compounds with Terminal Yne-Alkylidenecyclopropanes: Synthesis of Functionalized Cyclopenta[ b]naphthalene Derivatives

Li, Peng-Hua,Yu, Liu-Zhu,Zhang, Xiao-Yu,Shi, Min

, p. 4516 - 4520 (2018/08/09)

A Cu(I)-catalyzed coupling and cycloisomerization of diazo compounds with terminal yne-alkylidenecyclopropanes (ACPs) has been presented. This reaction starts from the formation of an allenic intermediate in the Cu(I)-catalyzed cross-coupling reaction of a diazo compound with terminal alkyne in yne-tethered ACP and then undergoes a domino cycloisomerization of a 6π-electrocyclization and cyclopropane ring-opening rearrangement to give functionalized cyclopenta[b]naphthalene derivatives in moderate to excellent yields under mild conditions.

Palladium-catalyzed direct addition of arylboronic acids to 2-aminobenzonitrile derivatives: Synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines, and 7-benzoylindoles

Chen, Jiuxi,Ye, Leping,Su, Weike

supporting information, p. 8204 - 8211 (2015/01/08)

A palladium-catalyzed direct addition of arylboronic acids to unprotected 2-aminobenzonitriles has been developed, leading to a wide range of 2-aminobenzophenones with moderate to excellent yields. The transformation has broad scope and high functional group tolerance. Moreover, 2-oxoindoline-7-carbonitrile and indole-7-carbonitrile were applicable to this process for the construction of 7-benzoyl-2-oxoindolines and 7-benzoylindoles, respectively. Among the compounds examined, compound 4e possessed the most potent anticancer activity against H446 and HGC-27 in vitro, with IC50 values of 0.02 μmol L-1 and 0.09 μmol L-1, respectively, while compound 4a showed the best potent anticancer activity against SGC-7901 with an IC50 value of 0.01 μmol L-1. Furthermore, we also performed in silico molecular docking calculations to investigate the interaction mode and binding affinity between the examined compounds and their tubulin target. This journal is

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