10H-Pyrido[3,2-b][1,4]benzothiazine supplier

Name
10H-pyrido(3,2-b)(1,4)benzothiazine
EINECS 205-973-7
CAS No. 261-96-1
Article Data15
CAS DataBase
Density 1.293 g/cm³
Solubility
Melting Point 110.0 to 114.0 °C
Formula C₁₁H₈N₂S
Boiling Point 402.1 °C at 760 mmHg
Molecular Weight 200.264
Flash Point 197 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1H-Pyrido[3,2-b][1,4]benzothiazine(9CI);1-Azaphenothiazine;NSC 277720;
PSA 50.22000
LogP 3.42780

Synthetic route

: 95873-97-5
10-acetyl-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 70℃; for 12h; Inert atmosphere;	86%
With hydrogenchloride

: N-(2-Mercaptophenyl)-2-pyridinamin

A: 120-75-2
2-Methylbenzothiazole

B: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
With iodine In diphenylether; biphenyl at 200 - 205℃; for 2.5h;	A n/a B 45%

: 13534-89-9
2,3-dibromopyridine

: 136-95-8
2-amino-benzthiazole

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In dimethyl sulfoxide at 170℃; for 24h; Inert atmosphere;	39%

: 13534-89-9
2,3-dibromopyridine

: 1444-47-9
N-(2-mercaptophenyl) acetamide

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
With 1,10-Phenanthroline; potassium tert-butylate In N,N-dimethyl-formamide at 135℃;	25%

: 6631-37-4
2-(phenylamino)pyridine

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
With iodine; sulfur at 160 - 180℃;
With iodine; sulfur at 250 - 335℃;
With sulfur
With iodine; sulfur In water at 190℃; for 0.333333h; microwave irradiation;

: 7553-56-2
iodine

: 6631-37-4
2-(phenylamino)pyridine

sulfur: sulfur

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
at 160 - 180℃;

...Expand

: 504-29-0
2-aminopyridine

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K3PO4; X-phos / Pd2dba3 / toluene / 20 h / Heating 2: sulfur; I2 / H2O / 0.33 h / 190 °C / microwave irradiation View Scheme

: 108-86-1
bromobenzene

potassium hexacyanoferrate (II): potassium hexacyanoferrate (II)

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K3PO4; X-phos / Pd2dba3 / toluene / 20 h / Heating 2: sulfur; I2 / H2O / 0.33 h / 190 °C / microwave irradiation View Scheme

: 92316-06-8
2-<(2-aminophenyl)thio>-3-nitropyridine

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: aq.-ethanolic KOH 3: aq.-ethanolic HCl View Scheme
Multi-step reaction with 2 steps 1: 20 °C 2: potassium hydroxide / acetone / Reflux View Scheme

: 91902-18-0
2-acetylaminophenyl-(3-nitro-2-pyridyl)sulfide

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq.-ethanolic KOH 2: aq.-ethanolic HCl View Scheme
With potassium hydroxide In acetone Smiles Aromatic Rearrangement; Reflux;

: 137-07-5
2-amino-benzenethiol

: 261-96-1
1-azaphenothiazine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: methanol; ethanol; KOH-solution / anschliessenden Erwaermen mit 2-Chlor-3-nitro-pyridin 3: aq.-ethanolic KOH 4: aq.-ethanolic HCl View Scheme

: 107-94-8
chloropropionic acid

: 261-96-1
1-azaphenothiazine

: 10-(3-chloropropyl)-10H-benzo[b]pyrido[2,3-e][1,4]thiazine hydrochloride

Conditions

Conditions	Yield
Stage #1: chloropropionic acid With sodium tetrahydroborate In toluene at 0 - 5℃; Stage #2: 1-azaphenothiazine With sodium tetrahydroborate In toluene at 25 - 75℃; for 6h; Stage #3: With hydrogenchloride In water; isopropyl alcohol	98%

: 261-96-1
1-azaphenothiazine

: 6300-04-5
3-dimethylaminopropionic acid

: 1225-65-6
Prothipendyl hydrochloride

Conditions

Conditions	Yield
Stage #1: 3-dimethylaminopropionic acid With sodium tetrahydroborate In toluene at 0 - 5℃; Stage #2: 1-azaphenothiazine With sodium tetrahydroborate In toluene at 25 - 75℃; for 6h; Stage #3: With hydrogenchloride In water; isopropyl alcohol	96%

: 261-96-1
1-azaphenothiazine

: 2-(4'-bromobiphenyl-4-yl)-4,6-diphenylpyrimidine

: C39H26N4S

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;	80%

: 14508-49-7
2-chloropyrazin

: 261-96-1
1-azaphenothiazine

: 89480-07-9
10-Pyrazin-2-yl-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

Conditions

Conditions	Yield
With copper; potassium carbonate; potassium iodide at 230 - 250℃; for 96h;	77%

: 261-96-1
1-azaphenothiazine

: 2-(4’-bromo-[1,1‘-biphenyl]-4-yl)-4,6-diphenyl-1,3,5-triazine

: C38H25N5S

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;	75%

: 612-62-4
2-Chloroquinoline

: 261-96-1
1-azaphenothiazine

: 89480-08-0
10-Quinolin-2-yl-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

Conditions

Conditions	Yield
With copper; potassium carbonate; potassium iodide at 230 - 250℃; for 96h;	73%

: 261-96-1
1-azaphenothiazine

: 308386-38-1
tert-butyl 4-(4-bromophenoxy)piperidine-1-carboxylate

: 1206478-95-6
C27H29N3O3S

Conditions

Conditions	Yield
With potassium carbonate; copper(l) iodide In N,N-dimethyl-formamide at 140℃; for 18h; sealed pressure tube;	72%

: 629-03-8
1 ,6-dibromohexane

: 261-96-1
1-azaphenothiazine

: 1421278-69-4
1,6-bis(10H-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl)hexane

Conditions

Conditions	Yield
Stage #1: 1-azaphenothiazine With sodium hydride In N,N-dimethyl-formamide at -5℃; Inert atmosphere; Stage #2: 1 ,6-dibromohexane In N,N-dimethyl-formamide at -5 - 20℃; Inert atmosphere;	71%

: 110-52-1
1,4-dibromo-butane

: 261-96-1
1-azaphenothiazine

: 1421278-73-0
1,4-bis(10H-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl)butane

Conditions

Conditions	Yield
Stage #1: 1-azaphenothiazine With sodium hydride In N,N-dimethyl-formamide at -5℃; Inert atmosphere; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at -5 - 20℃; Inert atmosphere;	70%

: 261-96-1
1-azaphenothiazine

: 821-06-7
(E)-1,4-dibromobutene

: 1421278-77-4
1,4-bis(10H-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl)but-2E-ene

Conditions

Conditions	Yield
Stage #1: 1-azaphenothiazine With sodium hydride In N,N-dimethyl-formamide at -5℃; Inert atmosphere; Stage #2: (E)-1,4-dibromobutene In N,N-dimethyl-formamide at -5 - 20℃; Inert atmosphere;	68%

: 261-96-1
1-azaphenothiazine

: 2-(3'-chloro-[1,1'-biphenyl]-3-yl)-4,6-diphenyl-1,3,5-triazine

: C38H25N5S

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;	68%

: 261-96-1
1-azaphenothiazine

: 2-(3′-chloro-[1,1′-biphenyl]-3-yl)-4,6-diphenylpyrimidine

: C39H26N4S

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;	67%

: 261-96-1
1-azaphenothiazine

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: methyl 4-[(10H-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl)methyl]benzoate

Conditions

Conditions	Yield
Stage #1: 1-azaphenothiazine With lithium hexamethyldisilazane In N,N-dimethyl-formamide; toluene at 0℃; for 0.25h; Inert atmosphere; Stage #2: Methyl 4-(bromomethyl)benzoate In N,N-dimethyl-formamide; toluene at 0 - 20℃; for 24h; Inert atmosphere;	67%

: 109-09-1
2-chloropyridine

: 261-96-1
1-azaphenothiazine

: 89480-06-8
10-(2'-pyridyl)pyrido<3,2-b><1,4>benzothiazine

Conditions

Conditions	Yield
With copper; potassium carbonate; potassium iodide at 230 - 250℃; for 96h;	65%

: 53963-10-3
2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran

: 261-96-1
1-azaphenothiazine

: 10-(6-(tetrahydro-2H-pyran-2-yloxy)hexyl)-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

Conditions

Conditions	Yield
Stage #1: 1-azaphenothiazine With sodium hydride In N,N-dimethyl-formamide at -5 - 0℃; for 0.5h; Inert atmosphere; Stage #2: 2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran In N,N-dimethyl-formamide at 20℃; for 14h; Inert atmosphere;	61%

: 261-96-1
1-azaphenothiazine

: 331-61-3
3-fluoro-4-methoxybenzyl bromide

: 10-(3-fluoro-4-methoxybenzyl)-10H-pyrido[3,2-b][1,4]benzothiazine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 24h; Inert atmosphere;	61%

: 629-03-8
1 ,6-dibromohexane

: 261-96-1
1-azaphenothiazine

: 10-(6-bromohexyl)-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

Conditions

Conditions	Yield
Stage #1: 1-azaphenothiazine With potassium hydroxide In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Stage #2: 1 ,6-dibromohexane In N,N-dimethyl-formamide at 20℃; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	55%

dimethylsulphoxide (DMSO): dimethylsulphoxide (DMSO)

: 261-96-1
1-azaphenothiazine

: 5460-29-7
2-(3-bromopropyl)isoindole-1,3-dione

: 89929-26-0
3-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl-propylamine

Conditions

Conditions	Yield
With hydrazine hydrate In hydrogenchloride; ethanol; dimethyl sulfoxide	8.3%

...Expand

: 75-44-5
phosgene

: 261-96-1
1-azaphenothiazine

: 94231-78-4
1-azaphenothiazine-10-carbonyl chloride

Conditions

Conditions	Yield
With hydrogenchloride; chlorobenzene at 170℃;
With hydrogenchloride In chlorobenzene at 170℃;

: 542-76-7
3-Chloropropionitrile

: 261-96-1
1-azaphenothiazine

: 5622-88-8
3-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl-propionitrile

Conditions

Conditions	Yield
With sodium amide; xylene

: 261-96-1
1-azaphenothiazine

: 108-24-7
acetic anhydride

: 95873-97-5
10-acetyl-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

Conditions

Conditions	Yield
With sodium acetate

: 261-96-1
1-azaphenothiazine

: 124-40-3
dimethyl amine

: 107-04-0
1-Bromo-2-chloroethane

: 67465-69-4
(2-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl-ethyl)-dimethyl-amine

Conditions

Conditions	Yield
With sodium amide; toluene aufeinanderfolgendes Erhitzen;

...Expand

: 261-96-1
1-azaphenothiazine

: 107-04-0
1-Bromo-2-chloroethane

: 109-89-7
diethylamine

: 67489-37-6
(2-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl-ethyl)-diethyl-amine

Conditions

Conditions	Yield
With sodium amide; toluene aufeinanderfolgendes Erhitzen;

...Expand

: 261-96-1
1-azaphenothiazine

: 107-99-3
2-(dimethylamino)ethyl chloride

: 67465-69-4
(2-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl-ethyl)-dimethyl-amine

Conditions

Conditions	Yield
With sodium amide; xylene
With sodium amide

: 261-96-1
1-azaphenothiazine

: 109-54-6
3-(Dimethylamino)propyl chloride

: 303-69-5
prothipendyl

Conditions

Conditions	Yield
With sodium amide; xylene
With sodium amide

10H-Pyrido[3,2-b][1,4]benzothiazine Specification

The 10H-Pyrido[3,2-b][1,4]benzothiazine, with the CAS registry number 261-96-1, is also known as 1-Azaphenothiazine. Its EINECS registry number is 205-973-7. This chemical's molecular formula is C₁₁H₈N₂S and molecular weight is 200.25962. What's more, both its IUPAC name and systematic name are the same which is called 10H-Pyrido[3,2-b][1,4]benzothiazine.

Physical properties about this chemical are: (1)ACD/LogP: 2.66; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.65; (4)ACD/LogD (pH 7.4): 2.66; (5)ACD/BCF (pH 5.5): 61.25; (6)ACD/BCF (pH 7.4): 61.64; (7)ACD/KOC (pH 5.5): 660.73; (8)ACD/KOC (pH 7.4): 664.98; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 41.43 Å²;(13)Index of Refraction: 1.684; (14)Molar Refractivity: 58.78 cm³; (15)Molar Volume: 154.8 cm³; (16)Polarizability: 23.3×10^-24cm³; (17)Surface Tension: 59.1 dyne/cm; (18)Density: 1.293 g/cm³; (19)Flash Point: 197 °C; (20)Enthalpy of Vaporization: 65.32 kJ/mol; (21)Boiling Point: 402.1 °C at 760 mmHg; (22)Vapour Pressure: 1.13E-06 mmHg at 25 °C.

Preparation of 10H-Pyrido[3,2-b][1,4]benzothiazine: this chemical can be prepared by 2-Methyl-benzothiazole.

This reaction needs reagent I₂ and solvents Diphenyl ether and
Biphenyl at temperature of 200 ~ 205 °C. The reaction time is 2.5 hours. The yield is 45 %.

Uses of 10H-Pyrido[3,2-b][1,4]benzothiazine: it is used to produce other chemicals. For example, it is used to produce 10-Pyridin-2-yl-10H-benzo[b]pyrido[2,3-e][1,4]thiazine.

The reaction occurs with reagents 2-Chloro-pyridine, Potassium iodide, Potassium carbonate, Copper bronze powder. This reaction will occur at temperature of 230 ~ 250 °C for 4 days. The yield is 65 %.

You can still convert the following datas into molecular structure:
(1) SMILES: n2c1Nc3c(Sc1ccc2)cccc3
(2) InChI: InChI=1/C11H8N2S/c1-2-5-9-8(4-1)13-11-10(14-9)6-3-7-12-11/h1-7H,(H,12,13)
(3) InChIKey: UKDZROJJLPDLDO-UHFFFAOYAV

Product Name

10H-pyrido(3,2-b)(1,4)benzothiazine

Synthetic route

10H-Pyrido[3,2-b][1,4]benzothiazine Specification

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