Product Name

  • Name

    [1,3]Thiazolo[5,4-b]pyridine

  • EINECS
  • CAS No. 273-84-7
  • Article Data4
  • CAS DataBase
  • Density 1.369 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H4N2S
  • Boiling Point 244.35 °C at 760 mmHg
  • Molecular Weight 136.177
  • Flash Point 106.324 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 273-84-7 ([1,3]Thiazolo[5,4-b]pyridine)
  • Hazard Symbols
  • Synonyms thiazolo(5,4-b)pyridine;thiazolopyridine;THIAZOLO[5,4-B]PYRIDIN;1,3-thiazolino[5,4-b]pyridine;
  • PSA 54.02000
  • LogP 1.69130

Synthetic route

2-Chloro-3-nitropyridine
5470-18-8

2-Chloro-3-nitropyridine

thiocarboxamide
115-08-2

thiocarboxamide

[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

Conditions
ConditionsYield
In sulfolane at 135℃; Microwave irradiation;26%
thiazolo[5,4-b]pyridine-2-carboxylic acid
857969-93-8

thiazolo[5,4-b]pyridine-2-carboxylic acid

[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

Conditions
ConditionsYield
at 160 - 175℃;
2-methylthiazolo[5,4-b]pyridine
91813-40-0

2-methylthiazolo[5,4-b]pyridine

[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous KMnO4
2: 160 - 175 °C
View Scheme
2-Chloro-3-nitropyridine
5470-18-8

2-Chloro-3-nitropyridine

[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium disulfide
2: zinc-powder; acetic acid anhydride; acetic acid
3: aqueous KMnO4
4: 160 - 175 °C
View Scheme
3,3’-dinitro-2,2’-dipyridinyl disulfide
4282-19-3

3,3’-dinitro-2,2’-dipyridinyl disulfide

[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc-powder; acetic acid anhydride; acetic acid
2: aqueous KMnO4
3: 160 - 175 °C
View Scheme
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

N-(((E)-2-chlorophenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

N-(((E)-2-chlorophenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

N-((2-chlorophenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402598-55-3

N-((2-chlorophenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

Conditions
ConditionsYield
Stage #1: [1,3]thiazolo[5,4-b]pyridine With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 0.166667h;
Stage #2: N-(((E)-2-chlorophenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide In tetrahydrofuran; toluene for 0.166667h;
15%
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

2-mercapto-3-amino pyridine
38240-21-0

2-mercapto-3-amino pyridine

Conditions
ConditionsYield
With hydrazine hydrate Ambient temperature;
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

1-(2-chlorophenyl)-4-iodo-5-methyl-1H-[1,2,3]triazole
864867-07-2

1-(2-chlorophenyl)-4-iodo-5-methyl-1H-[1,2,3]triazole

4-(thiazolo[5,4-b]pyridine-2-yl)-1-(2-chlorophenyl)-5-methyl-1H-[1,2,3]triazole

4-(thiazolo[5,4-b]pyridine-2-yl)-1-(2-chlorophenyl)-5-methyl-1H-[1,2,3]triazole

Conditions
ConditionsYield
With sodium acetate; trans-di-µ-acetatebis[2-(di-o-tolylphosphino)benzyl]dipalladium (II) In N,N-dimethyl-formamide at 140℃; for 8h;
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

N-((2-(methylsulfanyl)phenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402599-44-3

N-((2-(methylsulfanyl)phenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

N-((2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402607-94-6

N-((2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

Conditions
ConditionsYield
Stage #1: [1,3]thiazolo[5,4-b]pyridine With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 0.25h;
Stage #2: N-((2-(methylsulfanyl)phenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide In tetrahydrofuran; toluene for 0.166667h;
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

N-((2-methoxyphenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402599-45-4

N-((2-methoxyphenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

N-((2-methoxyphenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402598-52-0

N-((2-methoxyphenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

Conditions
ConditionsYield
Stage #1: [1,3]thiazolo[5,4-b]pyridine With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 0.25h;
Stage #2: N-((2-methoxyphenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide In tetrahydrofuran; toluene for 0.166667h;
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

N-((2-chlorophenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402599-46-5

N-((2-chlorophenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

N-((2-chlorophenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402598-55-3

N-((2-chlorophenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

Conditions
ConditionsYield
Stage #1: [1,3]thiazolo[5,4-b]pyridine With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 0.166667h;
Stage #2: N-((2-chlorophenyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide In tetrahydrofuran; toluene for 0.166667h;
[1,3]thiazolo[5,4-b]pyridine
273-84-7

[1,3]thiazolo[5,4-b]pyridine

N-((3-methoxy-2-pyridinyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402599-47-6

N-((3-methoxy-2-pyridinyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

N-((3-methoxy-2-pyridinyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
1402598-58-6

N-((3-methoxy-2-pyridinyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide

Conditions
ConditionsYield
Stage #1: [1,3]thiazolo[5,4-b]pyridine With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 0.25h;
Stage #2: N-((3-methoxy-2-pyridinyl)methylidene)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide In tetrahydrofuran; toluene for 6h;

[1,3]Thiazolo[5,4-b]pyridine Specification

The [1,3]Thiazolo[5,4-b]pyridine is an organic compound with the formula C6H4N2S. The systematic name of this chemical is [1,3]Thiazolo[5,4-b]pyridine. With the CAS registry number 273-84-7, it is also named as 1,3-Thiazolino[5,4-b]pyridine. Besides, its molecular weight is 136.1744.

Physical properties about [1,3]Thiazolo[5,4-b]pyridine are: (1)ACD/LogP: 0.67; (2)ACD/LogD (pH 5.5): 1; (3)ACD/LogD (pH 7.4): 1; (4)ACD/BCF (pH 5.5): 2; (5)ACD/BCF (pH 7.4): 2; (6)ACD/KOC (pH 5.5): 53; (7)ACD/KOC (pH 7.4): 53; (8)#H bond acceptors: 2; (9)Polar Surface Area: 54.02 Å2; (10)Index of Refraction: 1.705; (11)Molar Refractivity: 38.662 cm3; (12)Molar Volume: 99.476 cm3; (13)Polarizability: 15.327×10-24 cm3; (14)Surface Tension: 65.1 dyne/cm; (15)Density: 1.369 g/cm3; (16)Flash Point: 106.324 °C; (17)Enthalpy of Vaporization: 46.19 kJ/mol; (18)Boiling Point: 244.35 °C at 760 mmHg; (19)Vapour Pressure: 0.048 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C6H4N2S/c1-2-5-6(7-3-1)9-4-8-5/h1-4H
(2)InChIKey: WFIHKLWVLPBMIQ-UHFFFAOYAS
(3)Std. InChI: InChI=1S/C6H4N2S/c1-2-5-6(7-3-1)9-4-8-5/h1-4H
(4)Std. InChIKey: WFIHKLWVLPBMIQ-UHFFFAOYSA-N

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