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16867-03-1

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16867-03-1 Usage

Chemical Properties

white to light yellow crystal powder

Uses

2-Amino-3-hydroxypyridine was used as reagent in reaction of dimethyl acetylenedicarboxylate and triphenylphosphine to yield functionalized coumarins and 1,4-oxazines.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 14, p. 203, 1977 DOI: 10.1002/jhet.5570140206

General Description

2-Amino-3-hydroxypyridine forms complexes with number of transition metals. It inhibits the corrosion of aluminium and copper in acidic solutions. It undergoes condensation with 2-hydroxy-1-naphthaldehyde and 2-hydroxybenzaldehyde to form Schiffs bases. It is useful in the preparation of clinical anti-inflammatory analgesics.

Check Digit Verification of cas no

The CAS Registry Mumber 16867-03-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,8,6 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16867-03:
(7*1)+(6*6)+(5*8)+(4*6)+(3*7)+(2*0)+(1*3)=131
131 % 10 = 1
So 16867-03-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H6N2O/c6-5-4(8)2-1-3-7-5/h1-3,8H,(H2,6,7)/p+1

16867-03-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A10665)  2-Amino-3-hydroxypyridine, 98%   

  • 16867-03-1

  • 10g

  • 148.0CNY

  • Detail
  • Alfa Aesar

  • (A10665)  2-Amino-3-hydroxypyridine, 98%   

  • 16867-03-1

  • 25g

  • 521.0CNY

  • Detail
  • Alfa Aesar

  • (A10665)  2-Amino-3-hydroxypyridine, 98%   

  • 16867-03-1

  • 50g

  • 668.0CNY

  • Detail
  • Alfa Aesar

  • (A10665)  2-Amino-3-hydroxypyridine, 98%   

  • 16867-03-1

  • 100g

  • 1201.0CNY

  • Detail
  • Alfa Aesar

  • (A10665)  2-Amino-3-hydroxypyridine, 98%   

  • 16867-03-1

  • 250g

  • 2613.0CNY

  • Detail
  • Aldrich

  • (122513)  2-Amino-3-hydroxypyridine  98%

  • 16867-03-1

  • 122513-25G

  • 519.48CNY

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  • Aldrich

  • (122513)  2-Amino-3-hydroxypyridine  98%

  • 16867-03-1

  • 122513-100G

  • 2,645.37CNY

  • Detail
  • Vetec

  • (V900622)  2-Amino-3-hydroxypyridine  Vetec reagent grade, 98%

  • 16867-03-1

  • V900622-5G

  • 162.63CNY

  • Detail
  • Vetec

  • (V900622)  2-Amino-3-hydroxypyridine  Vetec reagent grade, 98%

  • 16867-03-1

  • V900622-25G

  • 501.93CNY

  • Detail

16867-03-1SDS

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-3-hydroxypyridine

1.2 Other means of identification

Product number -
Other names 3-Pyridinol, 2-amino-

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:16867-03-1 SDS

16867-03-1Synthetic route

2-hydroxy-3-nitropyridine
6332-56-5

2-hydroxy-3-nitropyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
palladium-carbon In methanol89%
2-amino-3-hydroxypyridinesulfonic acid salt

2-amino-3-hydroxypyridinesulfonic acid salt

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
In water at 35 - 90℃; for 1.5h; Time;79%
2-imino-3-hydroxypyridinesulfonic acid
16867-02-0

2-imino-3-hydroxypyridinesulfonic acid

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
In water at 95℃; for 1h; Temperature; Large scale;77.1%
3-hydroxy-2-nitropyridine
15128-82-2

3-hydroxy-2-nitropyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With hydrogenchloride; 1,1,1,3',3',3'-hexafluoro-propanol; iron In water at 20℃; for 0.5h;
Stage #2: With sodium hydrogencarbonate In water chemoselective reaction;
70%
With methanol; palladium on activated charcoal Hydrogenation;
With hydrogenchloride; tin(ll) chloride
2-iodo-3-hydroxypyridine
40263-57-8

2-iodo-3-hydroxypyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With ammonium hydroxide; copper(II) sulfate
3-hydroxypyridine-2-carboxamide
933-90-4

3-hydroxypyridine-2-carboxamide

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With sodium hypobromide
2-Amino-3-(ethoxy)pyridine
10006-74-3

2-Amino-3-(ethoxy)pyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With acetic acid hydrobromide at 130℃;
2-(p-nitrophenylazo)-3-hydroxypyridine
93596-90-8

2-(p-nitrophenylazo)-3-hydroxypyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With sodium dithionite
ammonium salt of 2-nitro-pyridin-3-ol

ammonium salt of 2-nitro-pyridin-3-ol

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With sodium dithionite; ammonia
sulfuric acid mono-<2-amino-<3>pyridyl ester

sulfuric acid mono-<2-amino-<3>pyridyl ester

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With hydrogenchloride
2-amino-3-benzyloxypyridine
24016-03-3

2-amino-3-benzyloxypyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With trimethylammonium heptachlorodialuminate In dichloromethane Heating;
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / 20 - 30 °C
2: SnCl2; concentrated aqueous HCl
View Scheme
3-ethoxypyridine
14773-50-3

3-ethoxypyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: concentrated sulfuric acid; fuming nitric acid / -15 °C / und folgenden 1-stdg.Erwaermen auf dem Wasserbad
2: tin (II)-chloride; concentrated hydrochloric acid
3: hydrogen bromide-glacial acetic acid / 130 °C
View Scheme
3-ethoxy-2-nitropyridine
74037-50-6

3-ethoxy-2-nitropyridine

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tin (II)-chloride; concentrated hydrochloric acid
2: hydrogen bromide-glacial acetic acid / 130 °C
View Scheme
3-hydroxypyridine-2-carboxylic acid
874-24-8

3-hydroxypyridine-2-carboxylic acid

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

N,N,N,N,N,N-hexamethylphosphoric triamide
680-31-9

N,N,N,N,N,N-hexamethylphosphoric triamide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With ammonium bromide; ammonia
N,N,N,N,N,N-hexamethylphosphoric triamide
680-31-9

N,N,N,N,N,N-hexamethylphosphoric triamide

furan-2-carboxylic acid amide
609-38-1

furan-2-carboxylic acid amide

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With ammonium chloride; ammonia
phosphoric acid-tris-(dimethylamide) (hexametapol)

phosphoric acid-tris-(dimethylamide) (hexametapol)

Ethyl 2-furoate
614-99-3

Ethyl 2-furoate

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With ammonium chloride; ammonia
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

C13H12N2O3

C13H12N2O3

C13H12N2O3*C5H6N2O

C13H12N2O3*C5H6N2O

Conditions
ConditionsYield
In chloroform Solvent; Milling;100%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

4-iodobenzoic acid
619-58-9

4-iodobenzoic acid

C12H7IN2O

C12H7IN2O

Conditions
ConditionsYield
With polyphosphoric acid trimethylsilyl ester at 180℃; for 4h;99.78%
With trichlorophosphate at 90℃; for 12h;73.5%
With trichlorophosphate at 90℃; for 12h;73.5%
With trichlorophosphate at 0 - 90℃; for 12h;73.5%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

oxazolo<4,5-b>pyridine
273-97-2

oxazolo<4,5-b>pyridine

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 85℃; for 0.333333h;98%
Reflux;90%
With toluene-4-sulfonic acid at 160℃; Inert atmosphere;68%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Triethyl orthopropionate
115-80-0

Triethyl orthopropionate

2-ethyloxazolo<4,5-b>pyridine
52333-88-7

2-ethyloxazolo<4,5-b>pyridine

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 85℃; for 0.166667h;98%
With bismuth(lll) trifluoromethanesulfonate at 85℃; for 0.1h;85%
With toluene-4-sulfonic acid at 140 - 180℃;30%
With toluene-4-sulfonic acid at 20 - 180℃;30%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

malonic acid bis-(2,4,6-trichloro-phenyl) ester
15781-70-1

malonic acid bis-(2,4,6-trichloro-phenyl) ester

2,9-dihydroxypyrido[1,2-a]pyrimidin-4-one
36866-05-4

2,9-dihydroxypyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
In various solvent(s) for 3h; Heating;98%
In brombenzane for 3h; Heating / reflux;98%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

(Z)-3-methoxycarbonylmethylene-3,4-dihydro-2H-5-aza-1,4-benzoxazin-2-one

(Z)-3-methoxycarbonylmethylene-3,4-dihydro-2H-5-aza-1,4-benzoxazin-2-one

Conditions
ConditionsYield
at 20℃; for 0.0666667h; Michael addition;98%
In methanol at 20℃; for 1h; Inert atmosphere;45%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one
20348-21-4

2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 70℃; for 16h;97%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-octyl-3-methylimidazolium tetrafluoroborate at 20℃; for 2h; chemoselective reaction;94%
(i) NaOMe, DMSO, (ii) /BRN= 1098947/; Multistep reaction;
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

2-methyloxazolo<4,5-b>pyridine
86467-39-2

2-methyloxazolo<4,5-b>pyridine

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 85℃; for 0.116667h;97%
at 100℃; for 7h;86%
With bismuth(lll) trifluoromethanesulfonate at 85℃; for 0.133333h;85%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

2-fluoropyridine
372-48-5

2-fluoropyridine

3-(pyridin-2-yloxy)pyridin-2-amine
960299-93-8

3-(pyridin-2-yloxy)pyridin-2-amine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h;97%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

(Z)-3-ethoxycarbonylmethylene-3,4-dihydro-2H-5-aza-1,4-benzoxazin-2-one
1349803-08-2

(Z)-3-ethoxycarbonylmethylene-3,4-dihydro-2H-5-aza-1,4-benzoxazin-2-one

Conditions
ConditionsYield
at 20℃; for 0.0833333h; Michael addition;97%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

2-methyl-9-hydroxy-4H-pyrido<1,2-a>pyrimidin-4-one
40966-84-5

2-methyl-9-hydroxy-4H-pyrido<1,2-a>pyrimidin-4-one

Conditions
ConditionsYield
With bismuth(III) chloride at 100℃; for 3h; Green chemistry;97%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

2-fluorobenzonitrile
394-47-8

2-fluorobenzonitrile

benzo[f]pyrido[3,2-b][1,4]oxazepin-10-amine

benzo[f]pyrido[3,2-b][1,4]oxazepin-10-amine

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 100℃; for 6h;97%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

C10H6N4O2

C10H6N4O2

Conditions
ConditionsYield
With CotA-laccase In aq. phosphate buffer at 20℃; for 2h; pH=6; Enzymatic reaction;97%
With eosin y In methanol; aq. phosphate buffer at 20℃; for 12h; pH=7.2; Irradiation;83%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

6-methylnicotinic acid
3222-47-7

6-methylnicotinic acid

2-(6-Methyl-pyridin-3-yl)-oxazolo[4,5-b]pyridine
120623-52-1

2-(6-Methyl-pyridin-3-yl)-oxazolo[4,5-b]pyridine

Conditions
ConditionsYield
With PPA at 210℃; for 2h;96%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

2-chloromethyl-8-hydroxy-4H-pyrido<1,2-a>pyrimidin-4-one
162469-86-5

2-chloromethyl-8-hydroxy-4H-pyrido<1,2-a>pyrimidin-4-one

Conditions
ConditionsYield
With PPA at 110℃; for 2h;96%
With phosphoric acid at 110℃; for 2h;49%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

4-chloro-2-oxo-2H-[1]benzopyran-3-carbonitrile
22408-61-3

4-chloro-2-oxo-2H-[1]benzopyran-3-carbonitrile

11-hydroxy-7-imino-7H-7a,12-diazabenzo[a]anthracen-6-one

11-hydroxy-7-imino-7H-7a,12-diazabenzo[a]anthracen-6-one

Conditions
ConditionsYield
With triethylamine In acetonitrile Heating;96%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

p-Toluic acid
99-94-5

p-Toluic acid

2-(4-methylphenyl)[1,3]oxazolo[4,5-b]pyridine
52333-87-6

2-(4-methylphenyl)[1,3]oxazolo[4,5-b]pyridine

Conditions
ConditionsYield
With silica-supported perchloric acid nanoparticles In methanol at 20℃; Green chemistry;96%
With silica nanoparticles-supported perchloric acid In methanol at 20℃;96%
at 170℃; for 0.0333333h; microwave irradiation;82%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

ammonium hexafluorophosphate

ammonium hexafluorophosphate

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

[(η6-p-cymene)RuCl(κ2-N,N-2-[(pyridin-2-ylmethylene)amino]pyridin-3-ol)]·PF6

[(η6-p-cymene)RuCl(κ2-N,N-2-[(pyridin-2-ylmethylene)amino]pyridin-3-ol)]·PF6

Conditions
ConditionsYield
Stage #1: pyridine-2-carbaldehyde; 2-amino-3-hydroxypyridine; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In methanol at 20℃; for 24h;
Stage #2: ammonium hexafluorophosphate In methanol
96%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

4-(trifluoromethyl)benzothioic S-acid
1514-09-6

4-(trifluoromethyl)benzothioic S-acid

N-(3-hydroxy-2-pyridyl)-4-trifluoromethylthiobenzamide

N-(3-hydroxy-2-pyridyl)-4-trifluoromethylthiobenzamide

Conditions
ConditionsYield
Stage #1: 4-(trifluoromethyl)benzothioic S-acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-amino-3-hydroxypyridine In dichloromethane at 20℃; for 12h;
96%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

oxazolo<4,5-b>pyridine-2(3H)-thione
53052-06-5

oxazolo<4,5-b>pyridine-2(3H)-thione

Conditions
ConditionsYield
In ethanol for 18h; Heating / reflux;95%
In ethanol; water for 3h; Condensation; cyclization; Heating;40%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)-2-amino-3-hydroxypyridine
902835-93-2

N-(tert-butoxycarbonyl)-2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With guanidine hydrochloride In ethanol at 35 - 40℃; for 2.5h;95%
With amberlyst-15 In ethanol at 20℃; for 2.5h; chemoselective reaction;93%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

N1-(3-hydroxy-2-pyridyl)benzamide
69634-16-8

N1-(3-hydroxy-2-pyridyl)benzamide

Conditions
ConditionsYield
With allylchloro-[1,3-bis(diisopropylphenyl)-imidazole-2-ylidene]palladium(II); water; potassium carbonate In toluene at 110℃; for 16h; Inert atmosphere;95%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

C15H22N2O5

C15H22N2O5

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 12h; Solvent; Inert atmosphere;95%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

5a-Hydroxyindeno[2,1-b]pyrido[2,3-e][1,4]oxazin-6(5aH)-one

5a-Hydroxyindeno[2,1-b]pyrido[2,3-e][1,4]oxazin-6(5aH)-one

Conditions
ConditionsYield
In water at 30℃; for 0.0138889h; Irradiation; Sonication; Green chemistry;95%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

2-(4-fluorophenyl)oxazolo[4,5-b]pyridine
52333-47-8

2-(4-fluorophenyl)oxazolo[4,5-b]pyridine

Conditions
ConditionsYield
Stage #1: 2-amino-3-hydroxypyridine; 4-fluorobenzaldehyde In acetonitrile at 90℃; for 3h;
Stage #2: With 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(l) chloride In acetonitrile Reflux;
94.2%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

2-(4-methoxyphenyl)[1,3]oxazolo[4,5-b]pyridine
52333-46-7

2-(4-methoxyphenyl)[1,3]oxazolo[4,5-b]pyridine

Conditions
ConditionsYield
With silica-supported perchloric acid nanoparticles In methanol at 20℃; Green chemistry;94%
With silica nanoparticles-supported perchloric acid In methanol at 20℃;94%
boric acid at 170℃; for 0.133333h; microwave irradiation;44%
With PPA Heating;
With PPA at 100℃; for 2.5h;
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-(oxazolo[4,5-b]pyridin-2-yl)aniline
52333-90-1

3-(oxazolo[4,5-b]pyridin-2-yl)aniline

Conditions
ConditionsYield
With PPA at 220℃;93%
With PPA at 180℃;80%
With polyphosphoric acid at 200℃; for 6h;47%
With polyphosphoric acid at 220℃; for 4h;35%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

3-ethoxysalicylaldehyde
492-88-6

3-ethoxysalicylaldehyde

(Z)-2-ethoxy-6-(((3-hydroxypyridin-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one

(Z)-2-ethoxy-6-(((3-hydroxypyridin-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one

Conditions
ConditionsYield
In ethanol at 20℃; for 0.0833333h; Sonication;93%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

C16H12N2O2
151055-11-7

C16H12N2O2

Conditions
ConditionsYield
With acetic acid In ethanol at 85℃; for 4h;92.5%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

benzaldehyde
100-52-7

benzaldehyde

2-phenyl[1,3]oxazolo[4,5-b]pyridine
52333-44-5

2-phenyl[1,3]oxazolo[4,5-b]pyridine

Conditions
ConditionsYield
Stage #1: 2-amino-3-hydroxypyridine; benzaldehyde at 80℃; for 3h;
Stage #2: With 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(l) chloride Reflux;
92.2%

16867-03-1Relevant articles and documents

Synthesis method of 2-amino-3-hydroxypyridine

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Paragraph 002; 0024-0025; 0028-0029; 0032-0033; 0036-0037, (2021/03/31)

The invention discloses a synthesis method of 2-amino-3-hydroxypyridine, which comprises the following steps: reacting furfural serving as a raw material with haloid and sulfamate in an acid water solution to obtain 2-imino-3-hydroxypyridine sulfonic acid, and heating and hydrolyzing the 2-imino-3-hydroxypyridine sulfonic acid to obtain 2-amino-3-hydroxypyridine sulfate; and finally, adjusting thepH value by using alkali to obtain the 2-amino-3-hydroxypyridine. By using the method provided by the invention, the product yield is high, furfural which is cheap and easy to obtain is used as a rawmaterial, substances with higher toxicity are prevented from being used in the production process, the reaction condition is mild and no waste gas is generated in the reaction process; the solutionsof the method are all aqueous solution, and wastewater generated in the production process is a halite solution and a sulfate solution, which can be marketed as byproducts; the method reduces enterprise three-waste treatment cost, changes wastes into valuables, reduces environmental pollution from the source, reduces enterprise production cost and improves income.

Hexafluoro-2-propanol-assisted quick and chemoselective nitro reduction using iron powder as catalyst under mild conditions

Chen, Xu-Ling,Ai, Bai-Ru,Dong, Yu,Zhang, Xiao-Mei,Wang, Ji-Yu

supporting information, p. 3646 - 3649 (2017/08/23)

Hexafluoro-2-propanol as the promoter for the quick nitro reduction using a combination of iron powder and 2 N HCl aqueous solution is reported. This methodology has several positive features, as it is of room temperature, remarkably short reaction time. A wide range of substrates including those bearing reducible functional groups such as aldehyde, ketone, acid, ester, amide, nitrile, halogens, even allyl, propargyl and heterocycles are chemoselectively reduced in good to excellent yields, even on gram scale. Notably, the highly selective reduction of 3-nitrophenylboronic acid is achieved quantitatively. The reduction is also tolerant of common protecting groups, and aliphatic nitro compound, 1-nitrooctane can be reduced successfully.

Transfer hydrogenation of nitroarenes to arylamines catalysed by an oxygen-implanted MoS2 catalyst

Zhang, Chaofeng,Zhang, Zhixin,Wang, Xu,Li, Mingrun,Lu, Jianmin,Si, Rui,Wang, Feng

, p. 85 - 93 (2016/07/25)

We present an efficient approach for chemoselective synthesis of various functionalized arylamines from nitroarenes over an oxygen-implanted MoS2 catalyst (O-MoS2). The HRTEM, XRD, XPS, Raman, EXAFS and NH3-TPD characterizations show the existence of MoIVOx structure and abundant coordinative unsaturated (CUS) Mo sites in the 2D-layer structure of O-MoS2. In the transfer hydrogenation of nitroarenes with hydrazine hydrate, the MoIVOx structure works as the catalytic active center. The N2H4 selectively decomposes to the active hydrogen species in polar electronic states (Hδ? and Hδ+), which show high chemoselectivity toward the nitro reduction over [Formula presented], [Formula presented], and [Formula presented] groups. The O-MoS2 catalyst can be recovered in a facile manner from the reaction mixture and recycled four times without any significant loss of activity.

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