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590-17-0

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590-17-0 Usage

Uses

Bromoacetonitrile was used in the synthesis of 1-cyanomethyl-1,1-dimethylhydrazinium bromide. It is used as an alkalyting agent for the nitrogen phosphorus detector.

General Description

Pale yellow to light amber liquid.

Reactivity Profile

Bromoacetonitrile may be sensitive to prolonged exposure to air and light. Bromoacetonitrile is incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.

Fire Hazard

Bromoacetonitrile is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 590-17-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 0 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 590-17:
(5*5)+(4*9)+(3*0)+(2*1)+(1*7)=70
70 % 10 = 0
So 590-17-0 is a valid CAS Registry Number.
InChI:InChI=1/C2H2BrN/c3-1-2-4/h1H2

590-17-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (B1058)  Bromoacetonitrile  >97.0%(GC)

  • 590-17-0

  • 25g

  • 490.00CNY

  • Detail
  • TCI America

  • (B1058)  Bromoacetonitrile  >97.0%(GC)

  • 590-17-0

  • 100g

  • 990.00CNY

  • Detail
  • TCI America

  • (B1058)  Bromoacetonitrile  >97.0%(GC)

  • 590-17-0

  • 500g

  • 3,650.00CNY

  • Detail
  • Alfa Aesar

  • (A13933)  Bromoacetonitrile, 96%   

  • 590-17-0

  • 10g

  • 213.0CNY

  • Detail
  • Alfa Aesar

  • (A13933)  Bromoacetonitrile, 96%   

  • 590-17-0

  • 50g

  • 629.0CNY

  • Detail
  • Alfa Aesar

  • (A13933)  Bromoacetonitrile, 96%   

  • 590-17-0

  • 250g

  • 2674.0CNY

  • Detail

590-17-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Bromoacetonitrile

1.2 Other means of identification

Product number -
Other names 2-bromoacetonitrile

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:590-17-0 SDS

590-17-0Synthetic route

1-benzoyl-3-bromo-2-phenylpropene-1,3-dicarbonitrile

1-benzoyl-3-bromo-2-phenylpropene-1,3-dicarbonitrile

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

A

6-amino-5-benzoyl-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile
932021-64-2

6-amino-5-benzoyl-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With potassium carbonate In ethanol; water for 3h; Heating;A 78%
B n/a
4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

acetonitrile
75-05-8

acetonitrile

A

cyanomethyl 4-methoxybenzoate

cyanomethyl 4-methoxybenzoate

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With di-tert-butyl peroxide; C11H23N2(1+)*Br4Fe(1-) at 110℃; for 12h; Mechanism;A 55%
B n/a
diethyl ether
60-29-7

diethyl ether

bromocyane
506-68-3

bromocyane

A

4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

B

4-bromo-2-methyl-2H-1,2,3-triazole
16681-67-7

4-bromo-2-methyl-2H-1,2,3-triazole

C

5-bromo-1-methyl-1H-1,2,3-triazole
16681-82-6

5-bromo-1-methyl-1H-1,2,3-triazole

D

cyanomethyl bromide
590-17-0

cyanomethyl bromide

bromocyane
506-68-3

bromocyane

N,N-diisobutyl-glycine nitrile
25553-97-3

N,N-diisobutyl-glycine nitrile

A

N-cyanodiisobutylamine
1531-37-9

N-cyanodiisobutylamine

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
at 100℃;
iodoacetonitrile
624-75-9

iodoacetonitrile

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With water; bromine
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Δ G;
bromo-acetic acid amide
683-57-8

bromo-acetic acid amide

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With phosphorus pentaoxide Destillieren im Vakuum;
With phosphorus pentoxide
acetonitrile
75-05-8

acetonitrile

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfur
chloroacetonitrile
107-14-2

chloroacetonitrile

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Equilibrium constant; Δ G;
With potassium bromide In methanol
2,4-difluorobromobenzene
348-57-2

2,4-difluorobromobenzene

acetonitrile
75-05-8

acetonitrile

A

1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
for 24h; Product distribution; Irradiation;
1-bromo-2,6-difluorobenzene
64248-56-2

1-bromo-2,6-difluorobenzene

acetonitrile
75-05-8

acetonitrile

A

2,4-difluorobromobenzene
348-57-2

2,4-difluorobromobenzene

B

1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

C

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
for 24h; Product distribution; Kinetics; Irradiation;
piperidin-1-yl-acetonitrile
3010-03-5

piperidin-1-yl-acetonitrile

bromocyane
506-68-3

bromocyane

A

cyanomethyl bromide
590-17-0

cyanomethyl bromide

B

N.N-bis-cyanomethyl-piperidinium bromide

N.N-bis-cyanomethyl-piperidinium bromide

C

N-cyano-piperidine

N-cyano-piperidine

D

compound C8H12BrN3

compound C8H12BrN3

piperidin-1-yl-acetonitrile
3010-03-5

piperidin-1-yl-acetonitrile

bromocyane
506-68-3

bromocyane

A

cyanomethyl bromide
590-17-0

cyanomethyl bromide

B

bis--piperidinium bromide, cyanopiperidine

bis--piperidinium bromide, cyanopiperidine

bromocyane
506-68-3

bromocyane

diethylaminoacetonitrile
3010-02-4

diethylaminoacetonitrile

A

Diethylcyanamide
617-83-4

Diethylcyanamide

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

C

N-ethyl-N-cyano-aminoacetonitrile

N-ethyl-N-cyano-aminoacetonitrile

D

hydrobromide of ethylaminoacetonitrile

hydrobromide of ethylaminoacetonitrile

bromo-acetic acid amide
683-57-8

bromo-acetic acid amide

phosphoric acid anhydride

phosphoric acid anhydride

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
Destillation im Vakuum;
piperidin-1-yl-acetonitrile
3010-03-5

piperidin-1-yl-acetonitrile

bromocyane
506-68-3

bromocyane

A

1,1-bis-cyanomethyl-piperidinium; bromide

1,1-bis-cyanomethyl-piperidinium; bromide

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

C

N-cyano-piperidine

N-cyano-piperidine

D

<(5-bromo-pentyl)-cyano-amino>-acetonitrile

<(5-bromo-pentyl)-cyano-amino>-acetonitrile

bromocyane
506-68-3

bromocyane

N,N-Dimethylamino acetonitrile
926-64-7

N,N-Dimethylamino acetonitrile

A

methyl bromide
74-83-9

methyl bromide

B

1-cyano-N,N,N-trimethylmethanaminium bromide

1-cyano-N,N,N-trimethylmethanaminium bromide

C

cyanomethyl bromide
590-17-0

cyanomethyl bromide

D

N-methyl-N-cyanoaminoacetonitrile

N-methyl-N-cyanoaminoacetonitrile

bromocyane
506-68-3

bromocyane

(N,N-dipropylamino)acetonitrile
18071-35-7

(N,N-dipropylamino)acetonitrile

A

cyanomethyl bromide
590-17-0

cyanomethyl bromide

B

dipropylcyanamide

dipropylcyanamide

C

N-propyl-N-cyano-aminoacetonitrile

N-propyl-N-cyano-aminoacetonitrile

Conditions
ConditionsYield
at 100℃; in geschlossenem Rohr;
acetonitrile
75-05-8

acetonitrile

A

dibromoacetonitrile
3252-43-5

dibromoacetonitrile

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

Conditions
ConditionsYield
With carbon dioxide; tetrabutylammomium bromide Electrolysis;
bromocyane
506-68-3

bromocyane

diethylaminoacetonitrile
3010-02-4

diethylaminoacetonitrile

A

Diethylcyanamide
617-83-4

Diethylcyanamide

B

cyanomethyl bromide
590-17-0

cyanomethyl bromide

C

N-ethyl-N-cyano-aminoacetonitrile

N-ethyl-N-cyano-aminoacetonitrile

D

hydrobromide of ethylamino-acetonitrile

hydrobromide of ethylamino-acetonitrile

bromocyane
506-68-3

bromocyane

N,N-Dimethylamino acetonitrile
926-64-7

N,N-Dimethylamino acetonitrile

A

methyl bromide
74-83-9

methyl bromide

B

1-cyano-N,N,N-trimethylmethanaminium bromide

1-cyano-N,N,N-trimethylmethanaminium bromide

C

cyanomethyl bromide
590-17-0

cyanomethyl bromide

D

N-methyl-N-cyano-aminoacetonitrile

N-methyl-N-cyano-aminoacetonitrile

pyridine
110-86-1

pyridine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

N-(cyanomethyl)pyridinium bromide
64636-81-3

N-(cyanomethyl)pyridinium bromide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
at 0℃; for 0.5h;92%
In ethyl acetate at 20℃; for 0.5h; Alkylation;88%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2-(2-acetylphenoxy)acetonitrile
58430-35-6

2-(2-acetylphenoxy)acetonitrile

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 96h;100%
With potassium phosphate In dimethyl sulfoxide at 60℃;93%
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

cyanomethyl bromide
590-17-0

cyanomethyl bromide

methyl 4-(cyanomethoxy)benzoate
137988-24-0

methyl 4-(cyanomethoxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;100%
With potassium carbonate In acetone at 20℃;95.8%
4-Benzyloxyphenol
103-16-2

4-Benzyloxyphenol

cyanomethyl bromide
590-17-0

cyanomethyl bromide

3-(4-(benzyloxy)phenoxy)propanenitrile
50635-26-2

3-(4-(benzyloxy)phenoxy)propanenitrile

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;100%
With potassium carbonate In acetone for 18h; Reflux; Inert atmosphere;97%
With potassium carbonate In acetone at 40℃; for 2h; Reflux;
With potassium carbonate at 40℃; Reflux;
2-(2-hydroxyphenyl)ethanol
7768-28-7

2-(2-hydroxyphenyl)ethanol

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2-(o-cyanomethyl)phenethyl alcohol
154582-38-4

2-(o-cyanomethyl)phenethyl alcohol

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;100%
potassium carbonate In acetone81%
With potassium carbonate In acetone81%
8-hydroxy-thiochroman
30073-50-8

8-hydroxy-thiochroman

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2-(thiochroman-8-yl-oxy)acetonitrile
153804-81-0

2-(thiochroman-8-yl-oxy)acetonitrile

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;100%
cyanomethyl bromide
590-17-0

cyanomethyl bromide

iodoacetonitrile
624-75-9

iodoacetonitrile

Conditions
ConditionsYield
With sodium iodide In acetone100%
With pyridine; tributyltin iodide at 50℃; Thermodynamic data; Equilibrium constant; Δ G;58 % Spectr.
ethyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1-carboxylate
41120-23-4

ethyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1-carboxylate

cyanomethyl bromide
590-17-0

cyanomethyl bromide

3-Cyanomethyl-2-oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid ethyl ester
161468-83-3

3-Cyanomethyl-2-oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Heating;100%
iminodicarboxylic acid di-tert-butyl ester
51779-32-9

iminodicarboxylic acid di-tert-butyl ester

cyanomethyl bromide
590-17-0

cyanomethyl bromide

1-[bis-N-(tert-butoxycarbonyl)amino]acetonitrile

1-[bis-N-(tert-butoxycarbonyl)amino]acetonitrile

Conditions
ConditionsYield
Stage #1: iminodicarboxylic acid di-tert-butyl ester With potassium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: cyanomethyl bromide In tetrahydrofuran at 20℃; for 14h; Further stages.;
100%
4-tri(n-butyl)stannyloxy-1,2-dihydronaphthalene

4-tri(n-butyl)stannyloxy-1,2-dihydronaphthalene

cyanomethyl bromide
590-17-0

cyanomethyl bromide

(3,4-dihydro-1-oxo-2(2H)-naphthyl)acetonitrile
72605-01-7

(3,4-dihydro-1-oxo-2(2H)-naphthyl)acetonitrile

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃; for 4h;100%
benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

cyanomethyl bromide
590-17-0

cyanomethyl bromide

β-(carbomethoxy)-β-phenylpropionitrile
88970-65-4

β-(carbomethoxy)-β-phenylpropionitrile

Conditions
ConditionsYield
Stage #1: benzeneacetic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: cyanomethyl bromide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
100%
Stage #1: benzeneacetic acid methyl ester With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: cyanomethyl bromide In tetrahydrofuran at -78 - 20℃;
77%
Stage #1: benzeneacetic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran; ethylbenzene; toluene at -78℃; for 1h; Inert atmosphere;
Stage #2: cyanomethyl bromide In tetrahydrofuran; ethylbenzene; toluene at -78℃; Inert atmosphere;
69%
ephedrine
299-42-3

ephedrine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

(1R,2S)-N-cyanomethyl-ephedrine
182047-93-4

(1R,2S)-N-cyanomethyl-ephedrine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 4h;100%
pseudoephedrine
90-82-4

pseudoephedrine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

(1S,2S)-N-cyanomethyl-pseudoephedrine
182211-07-0

(1S,2S)-N-cyanomethyl-pseudoephedrine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 4h;100%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

cyanomethyl bromide
590-17-0

cyanomethyl bromide

(2-hydroxymethylphenyl)aminoacetonitrile
499193-84-9

(2-hydroxymethylphenyl)aminoacetonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 24h; Heating;100%
cyanomethyl bromide
590-17-0

cyanomethyl bromide

4-(6-hydroxy-7-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester
634198-18-8

4-(6-hydroxy-7-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester

4-(6-cyanomethoxy-7-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester
634198-05-3

4-(6-cyanomethoxy-7-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
morpholine
110-91-8

morpholine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

4-morpholinoacetonitrile
5807-02-3

4-morpholinoacetonitrile

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 2h; Inert atmosphere;100%
With potassium carbonate In acetonitrile at 20℃; for 2h; Inert atmosphere; Cooling with ice;100%
With potassium carbonate In acetonitrile at 20℃; for 2h; Inert atmosphere; Cooling with ice;100%
(R)-2-methylpyrrolidine hydrochloride
41720-98-3, 54677-53-1, 135324-85-5

(R)-2-methylpyrrolidine hydrochloride

cyanomethyl bromide
590-17-0

cyanomethyl bromide

(R)-1-cyanomethyl-2-methylpyrrolidine
904679-05-6

(R)-1-cyanomethyl-2-methylpyrrolidine

Conditions
ConditionsYield
With triethylamine In methanol at 0 - 20℃; for 1h;100%
(E)-N’-(5-bromopyridin-2-yl)-N,N-dimethylformamidine
138240-34-3

(E)-N’-(5-bromopyridin-2-yl)-N,N-dimethylformamidine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

6-bromoimidazo[1,2-a]pyridine-3-carbonitrile
474708-98-0

6-bromoimidazo[1,2-a]pyridine-3-carbonitrile

Conditions
ConditionsYield
With sodium hydrogencarbonate In isopropyl alcohol at 100℃; for 12h; Inert atmosphere;100%
With sodium hydrogencarbonate In isopropyl alcohol at 100℃; for 1h;37%
4-[tert-butoxycarbonyl-(5-hydroxy-pyridin-2-yl)-amino]-piperidine-1-carboxylic acid tert-butyl ester
1007838-69-8

4-[tert-butoxycarbonyl-(5-hydroxy-pyridin-2-yl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

cyanomethyl bromide
590-17-0

cyanomethyl bromide

4-[tert-butoxycarbonyl-(5-cyanomethoxy-pyridin-2-yl)-amino]-piperidine-1-carboxylic acid tert-butyl ester
1007838-70-1

4-[tert-butoxycarbonyl-(5-cyanomethoxy-pyridin-2-yl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 16h;100%
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

bis(cyanomethyl)phenylphosphine
61806-56-2

bis(cyanomethyl)phenylphosphine

Conditions
ConditionsYield
With iodine; zinc In tetrahydrofuran for 1h; Heating;100%
Propargylamine
2450-71-7

Propargylamine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2-(N-prop-2-ynylamino)acetonitrile
56096-28-7

2-(N-prop-2-ynylamino)acetonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 8h; Heating;100%
methyl 2-mercapto-6-methoxybenzoate
944060-98-4

methyl 2-mercapto-6-methoxybenzoate

cyanomethyl bromide
590-17-0

cyanomethyl bromide

methyl 2-[(cyanomethyl)thio]-6-methoxybenzoate
944061-02-3

methyl 2-[(cyanomethyl)thio]-6-methoxybenzoate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Heating;100%
6-bromo-2-(2,5-difluorophenyl)-4H-benzo[1,4]oxazin-3-one

6-bromo-2-(2,5-difluorophenyl)-4H-benzo[1,4]oxazin-3-one

cyanomethyl bromide
590-17-0

cyanomethyl bromide

[6-bromo-2-(2,5-difluorophenyl)-3-oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl]acetonitrile

[6-bromo-2-(2,5-difluorophenyl)-3-oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl]acetonitrile

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 3h; Heating;100%
cyanomethyl bromide
590-17-0

cyanomethyl bromide

1-(1,1-dimethyl-2-propynyl)piperazine
451494-40-9

1-(1,1-dimethyl-2-propynyl)piperazine

[4-(1,1-dimethyl-2-propynyl)-1-piperazinyl]acetonitrile
451494-39-6

[4-(1,1-dimethyl-2-propynyl)-1-piperazinyl]acetonitrile

Conditions
ConditionsYield
With potassium carbonate In butanone at 20℃; for 0.5h;100%
N-[(3'-bromo-4'-hydroxy[1,1'-biphenyl]-4-yl)methyl]-1-phenyl-5-propyl-1H-pyrazole-4-carboxamide
848853-37-2

N-[(3'-bromo-4'-hydroxy[1,1'-biphenyl]-4-yl)methyl]-1-phenyl-5-propyl-1H-pyrazole-4-carboxamide

cyanomethyl bromide
590-17-0

cyanomethyl bromide

N-{[3'-bromo-4'-(cyanomethoxy)[1,1'-biphenyl]-4-yl]methyl}-1-phenyl-5-propyl-1H-pyrazole-4-carboxamide
848853-38-3

N-{[3'-bromo-4'-(cyanomethoxy)[1,1'-biphenyl]-4-yl]methyl}-1-phenyl-5-propyl-1H-pyrazole-4-carboxamide

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 16h;100%
4-iodo-2-methyl-phenol
60577-30-2

4-iodo-2-methyl-phenol

cyanomethyl bromide
590-17-0

cyanomethyl bromide

(4-iodo-2-methyl-phenoxy)-acetonitrile
868609-82-9

(4-iodo-2-methyl-phenoxy)-acetonitrile

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 24h;100%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 24h;
N-[4-(2-amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide
943620-65-3

N-[4-(2-amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide

cyanomethyl bromide
590-17-0

cyanomethyl bromide

N-[4-(2-amino-4-cyanomethoxy-phenylsulfanyl)-phenyl]-acetamide
943620-66-4

N-[4-(2-amino-4-cyanomethoxy-phenylsulfanyl)-phenyl]-acetamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;100%
5,7-dihydroxy-3',4'-dimethoxy flavone
4712-12-3

5,7-dihydroxy-3',4'-dimethoxy flavone

cyanomethyl bromide
590-17-0

cyanomethyl bromide

C19H15NO6
1092093-73-6

C19H15NO6

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 13h;100%
5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2-(4-bromo-2-formylphenoxy)acetonitrile
125418-95-3

2-(4-bromo-2-formylphenoxy)acetonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;100%
Stage #1: 5-bromosalicyclaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;
Stage #2: cyanomethyl bromide In N,N-dimethyl-formamide Inert atmosphere;
82%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 8h;73%
Stage #1: 5-bromosalicyclaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;
Stage #2: cyanomethyl bromide In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;
Stage #1: 5-bromosalicyclaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;
Stage #2: cyanomethyl bromide In N,N-dimethyl-formamide at 20℃;
5,7-dihydroxy-3',4'-dimethoxy flavone
4712-12-3

5,7-dihydroxy-3',4'-dimethoxy flavone

cyanomethyl bromide
590-17-0

cyanomethyl bromide

7-propan-2-yn-1-yloxy-5-hydroxy-4',5'-dimethoxyflavone

7-propan-2-yn-1-yloxy-5-hydroxy-4',5'-dimethoxyflavone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%

590-17-0Relevant articles and documents

Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals

Das, Sanju,De Sarkar, Suman,Mandal, Tanumoy

supporting information, (2021/12/10)

A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.

A novel synthesis of some new benzoyl-substituted heterocycles from 2-benzoyl-3-phenylpent-2-ene-1,5-dinitrile

Abdelrazek, Fathy M.,Ghozlan, Said A.,Michael, Farid A.

, p. 63 - 67 (2008/09/18)

(Chemical Equation Presented) 2-Benzoyl-3-phenylpent-2-ene-1,5-dinitrile 1 undergoes bromination with N-bromosuccinimide (NBS) to afford the bromo derivative 2a. This bromo derivative undergoes reactions with sodium hydrogen sulfide, ethyl thioglycollate, hydroxylamine hydrochloride, hydrazines, cyanoacetamide, cyanacetohydrazide and urea derivatives to afford the thiophene 4, 4H-thiopyran 6, 4H-1,2-oxazine 8, 4H-pyridazines 10a,b, the pyridine 15, pyrrolo[1,2-b]pyridazine 17 and the N-substituted-pyrrole derivatives 19a-c respectively.

Heterocyclic substituted 2-methyl-benzimidazole antiviral agents

-

, (2008/06/13)

The present invention concerns antiviral compounds, their methods of preparation and their compositions, and use in the treatment of viral infections. More particularly, the invention provides heterocyclic substituted 2-methylbenzimidazole derivatives for the treatment of respiratory syncytial virus infection.

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