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1072-98-6

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1072-98-6 Usage

Chemical Properties

beige to beige-brown crystalline powder

Uses

5-Chloro-2-pyridinamine is a useful synthetic intermediate. It can be used to synthesize zopiclone (Z700500) which is a cyclopyrrolone member of a family of non-benzodiazepine GABAA receptor agonists.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 93, 1976 DOI: 10.1021/jo00863a020

Purification Methods

Recrystallise this base from pet ether. It sublimes at 50o/0.5mm. [Beilstein 22 II 332, 22/8 V 541.]

Check Digit Verification of cas no

The CAS Registry Mumber 1072-98-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,7 and 2 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1072-98:
(6*1)+(5*0)+(4*7)+(3*2)+(2*9)+(1*8)=66
66 % 10 = 6
So 1072-98-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H5ClN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8)/p+1

1072-98-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A12063)  2-Amino-5-chloropyridine, 98%   

  • 1072-98-6

  • 25g

  • 291.0CNY

  • Detail
  • Alfa Aesar

  • (A12063)  2-Amino-5-chloropyridine, 98%   

  • 1072-98-6

  • 100g

  • 1042.0CNY

  • Detail
  • Alfa Aesar

  • (A12063)  2-Amino-5-chloropyridine, 98%   

  • 1072-98-6

  • 500g

  • 4197.0CNY

  • Detail
  • Aldrich

  • (A46803)  2-Amino-5-chloropyridine  98%

  • 1072-98-6

  • A46803-25G

  • 519.48CNY

  • Detail
  • Aldrich

  • (A46803)  2-Amino-5-chloropyridine  98%

  • 1072-98-6

  • A46803-100G

  • 1,515.15CNY

  • Detail
  • Aldrich

  • (A46803)  2-Amino-5-chloropyridine  98%

  • 1072-98-6

  • A46803-500G

  • 4,089.15CNY

  • Detail

1072-98-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Amino-5-chloropyridine

1.2 Other means of identification

Product number -
Other names 2-AMINO-5-CHLIROPYRIDINE

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:1072-98-6 SDS

1072-98-6Synthetic route

2-aminopyridine
504-29-0

2-aminopyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With N-chloro-N-fluoro-benzenesulfonamide; 1,3-dimethylimidazolium chloride In dichloromethane at 25℃; for 1.5h; Reagent/catalyst; Concentration; Solvent; Temperature;99%
With bromine; chlorine In acetonitrile for 2h; Solvent; UV-irradiation;99.4%
With N-ethylpyridinium chloride aluminum trichloride; chlorine In acetonitrile for 0.833333h; Solvent; Reagent/catalyst; Microwave irradiation;99.4%
2,2-dimethyl-3-(5-chloropyrid-2-yl)-4-4H-1,3-benzoxazine
74405-03-1

2,2-dimethyl-3-(5-chloropyrid-2-yl)-4-4H-1,3-benzoxazine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With hydrogenchloride for 8h; Heating;95%
N-(3-bromo-5-chloropyridin-2-yl)pyridin-1-ium-1-aminide
171774-38-2

N-(3-bromo-5-chloropyridin-2-yl)pyridin-1-ium-1-aminide

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

3-chloro-dipyrido[1,2-b;3',2'-d]pyrazole

3-chloro-dipyrido[1,2-b;3',2'-d]pyrazole

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In acetonitrile; benzene at 80℃; for 24h;A 90%
B 2%
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; potassium carbonate In acetonitrile; benzene at 80℃; for 24h; Product distribution; Further Variations:; Reagents;A 5%
B 56%
pent-4-ynenitrile
19596-07-7

pent-4-ynenitrile

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With iron(III) chloride; chlorine; sodium hydroxide In chloroform; water at 40 - 45℃; for 5h; Solvent; Inert atmosphere;89.1%
C10H7ClIN3

C10H7ClIN3

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With triethylammonium formate; platinum on activated charcoal In acetonitrile for 4h; Heating;87%
2-fluoro-5-chloropyridine
1480-65-5

2-fluoro-5-chloropyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;84%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With sulfuric acid; hydrogen In ethanol at 25℃; Electrochemical reaction;82%
With boron dimethyl-trifluoro sulphide In dichloromethane at 60℃; for 0.5h; Sealed tube;72%
With hydrogenchloride; sodium hydrogensulfide
With hydrogenchloride; tin(ll) chloride
With ammonium hydroxide; iron(II) sulfate
pyridinium N-(5'-chloropyridin-2'-yl)aminide
172617-53-7

pyridinium N-(5'-chloropyridin-2'-yl)aminide

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With zinc In acetic acid for 29h; Ambient temperature;79%
propanal (5-chloropyridin-2-yl)hydrazone

propanal (5-chloropyridin-2-yl)hydrazone

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

5-chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine
1256803-09-4

5-chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With polyphosphoric acid at 160 - 180℃; for 0.0833333h; Fischer Indole Synthesis;A 72%
B 6%
2-aminopyridine
504-29-0

2-aminopyridine

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

2-amino-3-chloropyridine
39620-04-7

2-amino-3-chloropyridine

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite at 10 - 25℃; for 6h; Overall yield = 5.82 g;A 71.6%
B n/a
1-benzylpiperidin-4-one (5-chloropyridin-2-yl)hydrazone

1-benzylpiperidin-4-one (5-chloropyridin-2-yl)hydrazone

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

6-benzyl-3-chloro-6,7,8,9-tetrahydro-5H-pyrido-[3',4':4,5]pyrrolo[2,3-b]pyridine

6-benzyl-3-chloro-6,7,8,9-tetrahydro-5H-pyrido-[3',4':4,5]pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With polyphosphoric acid for 14h; Fischer Indole Synthesis; Inert atmosphere; Heating;A 30%
B 49%
phenylethanal (5-chloropyridin-2-yl)hydrazone

phenylethanal (5-chloropyridin-2-yl)hydrazone

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

5-chloro-3-phenyl-1H-pyrrolo[2,3-b]pyridine

5-chloro-3-phenyl-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With polyphosphoric acid at 160 - 180℃; for 0.0833333h; Fischer Indole Synthesis;A 40%
B 28%
1-methylpiperidin-4-one (5-chloropyridin-2-yl)hydrazone

1-methylpiperidin-4-one (5-chloropyridin-2-yl)hydrazone

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

3-chloro-6-methyl-6,7,8,9-tetrahydro-5H-pyrido-[3',4':4,5]pyrrolo[2,3-b]pyridine
1394062-37-3

3-chloro-6-methyl-6,7,8,9-tetrahydro-5H-pyrido-[3',4':4,5]pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With polyphosphoric acid for 14h; Fischer Indole Synthesis; Inert atmosphere; Heating;A 29%
B 36%
butanal (5-chloropyridin-2-yl)hydrazone

butanal (5-chloropyridin-2-yl)hydrazone

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

5-chloro-3-ethyl-1H-pyrrolo[2,3-b]pyridine

5-chloro-3-ethyl-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With polyphosphoric acid at 160 - 180℃; for 0.0833333h; Fischer Indole Synthesis;A 36%
B 25%
2-aminopyridine
504-29-0

2-aminopyridine

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

3,5-dichloropyridin-2-amine
4214-74-8

3,5-dichloropyridin-2-amine

Conditions
ConditionsYield
With chloroform; chlorine
With chlorine; acetic acid
With chloroform; chlorine; acetic acid
2-aminopyridine
504-29-0

2-aminopyridine

ethanol
64-17-5

ethanol

chlorine
7782-50-5

chlorine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-aminopyridine
504-29-0

2-aminopyridine

chloroform
67-66-3

chloroform

chlorine
7782-50-5

chlorine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-aminopyridine
504-29-0

2-aminopyridine

chlorine
7782-50-5

chlorine

acetic acid
64-19-7

acetic acid

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

diazotized 2.5-diamino-pyridine

diazotized 2.5-diamino-pyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With copper(l) chloride
6-amino-pyridine-3-diazonium ; chloride

6-amino-pyridine-3-diazonium ; chloride

copper (I)-chloride

copper (I)-chloride

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

3-chloropyridine-N-oxide
1851-22-5

3-chloropyridine-N-oxide

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

potassium nitrite

potassium nitrite

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 68 percent / CHCl3 / 4 h / Heating
2: 95 percent / conc. HCl / 8 h / Heating
View Scheme
3-hydroxy-2-nitropyridine
15128-82-2

3-hydroxy-2-nitropyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: acetic acid anhydride; nitric acid
2: phosphorus (V)-chloride / 130 °C
3: methanol; N2H4
4: silver acetate; water
5: FeSO4; aqueous NH3
View Scheme
Multi-step reaction with 5 steps
1: acetic acid; acetic acid anhydride; nitric acid
2: phosphorus (V)-chloride / 130 °C
3: methanol; N2H4
4: silver acetate; water
5: FeSO4; aqueous NH3
View Scheme
(3-chloro-6-nitro-[2]pyridyl)-hydrazine
99848-04-1

(3-chloro-6-nitro-[2]pyridyl)-hydrazine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: silver acetate; water
2: FeSO4; aqueous NH3
View Scheme
3-hydroxy-2,6-dinitropyridine
15128-91-3

3-hydroxy-2,6-dinitropyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: phosphorus (V)-chloride / 130 °C
2: methanol; N2H4
3: silver acetate; water
4: FeSO4; aqueous NH3
View Scheme
3-chloro-2,6-dinitro-pyridine
101079-67-8

3-chloro-2,6-dinitro-pyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol; N2H4
2: silver acetate; water
3: FeSO4; aqueous NH3
View Scheme
2-aminopyridine
504-29-0

2-aminopyridine

concentrated sodium hydroxide

concentrated sodium hydroxide

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With hydrogenchloride; chlorine In water; Petroleum ether
5-chloro-N-formyl-N-(3-oxobutyl)-2-pyridylamine

5-chloro-N-formyl-N-(3-oxobutyl)-2-pyridylamine

A

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

B

methyl vinyl ketone
78-94-4

methyl vinyl ketone

Conditions
ConditionsYield
With ammonium acetate
N'-(5-chloropyridin-2-yl)-N,N-dimethylformimidamide

N'-(5-chloropyridin-2-yl)-N,N-dimethylformimidamide

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 0.92 h / 140 °C / Microwave irradiation; Inert atmosphere; Sealed tube
2: ammonium acetate
View Scheme
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

pivaloyl chloride
3282-30-2

pivaloyl chloride

N-(5-Chloro-pyridin-2-yl)-2,2-dimethylpropanamide
86847-83-8

N-(5-Chloro-pyridin-2-yl)-2,2-dimethylpropanamide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃;100%
With triethylamine In dichloromethane at 0 - 20℃; for 1.08333h;99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h;97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran; toluene100%
With potassium hexamethylsilazane In tetrahydrofuran; toluene100%
With potassium hexamethylsilazane In tetrahydrofuran; toluene100%
With potassium hexamethylsilazane In tetrahydrofuran; toluene99%
With potassium hexamethylsilazane In tetrahydrofuran; toluene99%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-(2-nitrophenyl)acetic acid
3740-52-1

2-(2-nitrophenyl)acetic acid

N-(5-chloropyridin-2-yl)-2-(2-nitrophenyl)acetamide
349124-95-4

N-(5-chloropyridin-2-yl)-2-(2-nitrophenyl)acetamide

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;100%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

2-amino-5-chloro-N-(5-chloro-pyridin-2-yl)-benzamide
229343-30-0

2-amino-5-chloro-N-(5-chloro-pyridin-2-yl)-benzamide

Conditions
ConditionsYield
Stage #1: 5-chloro-2-pyridylamine With potassium hexamethylsilazane In tetrahydrofuran; toluene at -78℃; for 0.5h;
Stage #2: 5-Chloroisatoic anhydride In tetrahydrofuran; toluene at -78 - 20℃;
100%
Stage #1: 5-chloro-2-pyridylamine With potassium hexamethylsilazane In tetrahydrofuran; toluene at -78℃; for 0.5h;
Stage #2: 5-Chloroisatoic anhydride In tetrahydrofuran; toluene at -78 - 20℃;
99%
Stage #1: 5-chloro-2-pyridylamine With dmap; potassium hexamethylsilazane In tetrahydrofuran; toluene at -78℃; Inert atmosphere;
Stage #2: 5-Chloroisatoic anhydride In tetrahydrofuran; toluene at -78 - 20℃; for 10h; Inert atmosphere;
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

1,1,3-trichloroacetone
921-03-9

1,1,3-trichloroacetone

6-chloro-2-(dichloromethyl)-2,3-dihydroimidazo[1,2-a]pyridin-2-ol hydrochloride

6-chloro-2-(dichloromethyl)-2,3-dihydroimidazo[1,2-a]pyridin-2-ol hydrochloride

Conditions
ConditionsYield
In tetrahydrofuran at 20 - 70℃; for 16.5h;100%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-[2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)phenyl]-4H-pyrido[3,4-d][1,3]oxazin-4-one
852370-52-6

2-[2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)phenyl]-4H-pyrido[3,4-d][1,3]oxazin-4-one

3-[2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]-N-(5-chloropyridin-2-yl)pyridine-4-carboxamide
852370-53-7

3-[2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]-N-(5-chloropyridin-2-yl)pyridine-4-carboxamide

Conditions
ConditionsYield
Stage #1: 5-chloro-2-pyridylamine; allylmagnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 0.0833333h;
Stage #2: 2-[2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)phenyl]-4H-pyrido[3,4-d][1,3]oxazin-4-one In tetrahydrofuran; diethyl ether at 0 - 20℃;
99%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2,3-pyrazinedicarboxylic anhydride
4744-50-7

2,3-pyrazinedicarboxylic anhydride

3-((5-chloropyridin-2-yl)carbamoyl)pyrazine-2-carboxylic acid
43200-83-5

3-((5-chloropyridin-2-yl)carbamoyl)pyrazine-2-carboxylic acid

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;99%
In tetrahydrofuran at 20℃; for 1h;99%
In dichloromethane at 5 - 20℃; for 3.5h; Product distribution / selectivity;
Stage #1: 5-chloro-2-pyridylamine; 2,3-pyrazinedicarboxylic anhydride In toluene at 20 - 52℃; for 2.5h;
Stage #2: With hydrogenchloride In water at 10 - 15℃; for 1h;
tetrakis-pivaloyloxymethyl ester of vinylidene-1,1-bisphosphonate

tetrakis-pivaloyloxymethyl ester of vinylidene-1,1-bisphosphonate

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

tetrakispivaloyloxymethyl 2-(5-chloropyridine-2-ylamino)ethylidene-1,1-bisphosphonate

tetrakispivaloyloxymethyl 2-(5-chloropyridine-2-ylamino)ethylidene-1,1-bisphosphonate

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;99%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

6-chloro-3-phenoxy-2-phenylimidazo[1,2-a]pyridine

6-chloro-3-phenoxy-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h;99%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

3-(2-methoxyphenoxy)-2-(4-methoxyphenyl)-6-bromoimidazo[1,2-a]pyridine

3-(2-methoxyphenoxy)-2-(4-methoxyphenyl)-6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h;99%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

phenyl chloroformate
1885-14-9

phenyl chloroformate

phenyl 5-chloropyridin-2-ylcarbamate
95651-20-0

phenyl 5-chloropyridin-2-ylcarbamate

Conditions
ConditionsYield
With pyridine In dichloromethane for 2h; Cooling with ice;98%
With pyridine at 20℃;
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide
98416-35-4

N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide

N-{2,2-dichloro-1-[(5-chloro-2-pyridinyl)amino]-2-phenylethyl}-4-chlorobenzenesulfonamide
1435914-39-8

N-{2,2-dichloro-1-[(5-chloro-2-pyridinyl)amino]-2-phenylethyl}-4-chlorobenzenesulfonamide

Conditions
ConditionsYield
In 1,4-dioxane at 20℃; for 4h;98%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

tert-butyl isocyanide
630-18-2

tert-butyl isocyanide

benzaldehyde
100-52-7

benzaldehyde

N-tert-butyl-6-chloro-2-phenylimidazo[1,2-a]pyridin-3-amine

N-tert-butyl-6-chloro-2-phenylimidazo[1,2-a]pyridin-3-amine

Conditions
ConditionsYield
With praseodymium(III) chloride In ethanol at 60℃; for 1h; Temperature; Reagent/catalyst; Schlenk technique; Inert atmosphere;98%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-methoxy-pyridine-5-boronic acid
163105-89-3

2-methoxy-pyridine-5-boronic acid

5-(6-methoxypyridin-3-yl)pyridin-2-amine

5-(6-methoxypyridin-3-yl)pyridin-2-amine

Conditions
ConditionsYield
With potassium acetate; PdCl2[P(tBu)2(p-Me2NC6H4)]2 In water; butan-1-ol at 100℃; Suzuki-Miyaura cross-coupling;97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-nitro-3-methoxybenzoyl chloride
15865-57-3

2-nitro-3-methoxybenzoyl chloride

N-(5-chloro-2-pyridinyl)-2-nitro-3-methoxyphenylcarboxamide
229342-58-9

N-(5-chloro-2-pyridinyl)-2-nitro-3-methoxyphenylcarboxamide

Conditions
ConditionsYield
With pyridine; dmap at 20℃;97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2-bromo-1-[3-nitro-4-(trifluoromethyl)phenyl]ethanone
1227600-76-1

2-bromo-1-[3-nitro-4-(trifluoromethyl)phenyl]ethanone

6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyridine
1383624-94-9

6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyridine

Conditions
ConditionsYield
In acetonitrile at 100℃; for 18h;97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide
98416-35-4

N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide

N-(6-chloro-2-phenylimidazo[1,2-a]pyridine-3-yl)-4-chlorobenzenesulfonamide
1435914-48-9

N-(6-chloro-2-phenylimidazo[1,2-a]pyridine-3-yl)-4-chlorobenzenesulfonamide

Conditions
ConditionsYield
Stage #1: 5-chloro-2-pyridylamine; N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide In 1,4-dioxane at 20℃; for 4h;
Stage #2: With sodium hydroxide at 20℃; for 5h;
97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

7-chloro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
64500-18-1

7-chloro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With bismuth(III) chloride at 100℃; for 3h; Green chemistry;97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

alpha-(3-methylphenoxy)acetophenone
19514-02-4

alpha-(3-methylphenoxy)acetophenone

6-chloro-2-phenyl-3-(m-tolyloxy)imidazo[1,2-a]pyridine

6-chloro-2-phenyl-3-(m-tolyloxy)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h;97%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

allyl oxalyl chloride
74503-07-4

allyl oxalyl chloride

2-[(5-chloro-2-pyridyl)amino]-2-oxoacetic acid allyl ester hydrochloride

2-[(5-chloro-2-pyridyl)amino]-2-oxoacetic acid allyl ester hydrochloride

Conditions
ConditionsYield
In acetonitrile at 30 - 50℃;96.5%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

5-methoxy-2-nitro-benzoic acid
1882-69-5

5-methoxy-2-nitro-benzoic acid

5-methoxy-2-nitro-N-(5-chloro-pyridine-2-yl)benzamide
280773-16-2

5-methoxy-2-nitro-N-(5-chloro-pyridine-2-yl)benzamide

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 1h; Solvent; Temperature;96.2%
With pyridine; trichlorophosphate In acetonitrile at 0 - 30℃; for 1h; Inert atmosphere;94%
With pyridine; trichlorophosphate In acetonitrile at 19 - 28℃; for 1h;88.2%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl
79202-10-1

diethyl

Conditions
ConditionsYield
at 80 - 100℃;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-[5-Chloro-1H-pyridin-(2Z)-ylidene]-4-methyl-benzenesulfonamide
54818-84-7

N-[5-Chloro-1H-pyridin-(2Z)-ylidene]-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
With pyridine at 80 - 90℃;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

methyl 2-(4-bromophenyl)-2-diazoacetate
264881-99-4

methyl 2-(4-bromophenyl)-2-diazoacetate

methyl 2-(4-bromophenyl)-2-((5-chloropyridin-2-yl)amino)acetate
1394824-05-5

methyl 2-(4-bromophenyl)-2-((5-chloropyridin-2-yl)amino)acetate

Conditions
ConditionsYield
at 102℃; for 12h; Inert atmosphere;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

2-chloro-3-carbaldehydepyridine
36404-88-3

2-chloro-3-carbaldehydepyridine

N-tert-butyl-6-chloro-2-(2-chloropyridin-3-yl)imidazo[1,2-a]pyridin-3-amine

N-tert-butyl-6-chloro-2-(2-chloropyridin-3-yl)imidazo[1,2-a]pyridin-3-amine

Conditions
ConditionsYield
With iodine In ethanol at 70℃; for 0.5h; Solvent; Temperature;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

2,2-dimethoxy-2-phenylethyl 4-methylbenzenesulfonate

2,2-dimethoxy-2-phenylethyl 4-methylbenzenesulfonate

6-chloro-2-phenylimidazo[1,2-a]pyridine
168837-18-1

6-chloro-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In acetonitrile at 120℃; for 24h;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

C16H16O2

C16H16O2

6-chloro-3-(4-ethylphenoxy)-2-phenylimidazo[1,2-a]pyridine

6-chloro-3-(4-ethylphenoxy)-2-phenylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-chloro-N-(5-chloropyridin-2-yl)benzamide

4-chloro-N-(5-chloropyridin-2-yl)benzamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 2h; Cooling;96%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

1-(hydroxymethyl)-1,2,4-triazole
74205-82-6

1-(hydroxymethyl)-1,2,4-triazole

(5-chloro-pyridin-2-yl)-[1,2,4]triazol-1-ylmethyl-amine

(5-chloro-pyridin-2-yl)-[1,2,4]triazol-1-ylmethyl-amine

Conditions
ConditionsYield
In ethanol for 3h; Heating;95.87%

1072-98-6Relevant articles and documents

Electroorganic synthesis of 6-aminonicotinic acid from 2-amino-5-chloropyridine

Ramesh Raju,Krishna Mohan,Jayarama Reddy

, p. 4133 - 4135 (2003)

A synthesis of 6-aminonicotinic acid by electrochemical hydrogenation of 5-chloro-2-nitropyridine and electrochemical carboxylation of 2-amino-5-chloropyridine at a cathode surface in the presence of sulphuric acid and carbon dioxide in a dimethylformamide (DMF) solution at an apparent current density of 10 mA/cm2 using an undivided cell with good yields is reported.

Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh

, (2021)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

Method for catalytic synthesis of 2-amino-5-chloropyridine by microwave synergistic lewis acidic ionic liquid

-

Paragraph 0018-0020, (2020/10/14)

The invention relates to a method for catalytic synthesis of 2-amino-5-chloropyridine by microwave synergistic lewis acidic ionic liquid, which comprises the following steps: adding 2-aminopyridine asa raw material into an organic solvent, introducing chlorine under the action of a catalyst lewis acidic ionic liquid and microwave radiation, and carrying out chlorination reaction; and carrying outreduced pressure distillation on the obtained reaction solution to remove the solvent, and further recrystallizing the solution to obtain the high-purity 2-amino-5-chloropyridine. Compared with the prior art, the method has the advantages that the production process is simplified, the reaction conditions are mild, the product purity is higher, the lewis acidic ionic liquid can be recycled, and the production cost is low.

One-step high-efficient high-selective synthesis of 2 - amino -5 - chloro pyridine method (by machine translation)

-

Paragraph 0023; 0024; 0025; 0026; 0027; 0028, (2019/01/23)

The invention belongs to the technical field of the synthesis of intermediates, in particular relates to a one-step high-efficient high-selective synthesis of 2 - amino - 5 - chloro pyridine method. In order to 2 - aminopyridine as raw material, in the added to the organic solvent, in the blue LED lamp irradiation, instillment bromide as a catalyst, to be solution after the fading, access chlorine, to carry out a chlorination reaction; the resulting reaction solution is distilled under reduced pressure to obtain crude, further recrystallization to obtain high-purity 2 - amino - 5 - chloro pyridine. This invention adopts the bromine as catalyst, under irradiation of the blue LED lamp, produces the bromine radical with 2 - aminopyridine ring 5 phase combination, then chlorinated, avoid direct chlorinated products caused by 2 - amino - 5 - chloro pyridine series reaction generating multi-chloro, good selectivity of chloride content at the same time higher 2 - amino - 5 - chloro pyridine. The invention compared with the existing technology, the production process is simplified, mild reaction conditions, high product purity, the production cost is low, small amount of waste water. (by machine translation)

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