29097-12-9

Basic information

• Product Name: 1-Ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarboxamide
• Synonyms: 3-CARBAMOYL-4-METHYL-6-HYDROXY-N-ETHYL PYRIDONE;3-CARBOMOYL-4-METHYL-6-HYDROXY-N-ETHYL PYRIDONE;3-FORMYLAMIDO-4-METHYL-6-HYDROXY-N-ETHYL PYRIDINE-2-ONE;3-PYRIDINECARBOXAMIDE,1-ETHYL-1,2-DIHYDRO-6-HYDROXY-4-METHYL-2-OXO-;1-ETHYL-6-HYDROXY-4-METHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBOXYLIC ACID AMIDE;1-ETHYL-1,2-DIHYDRO-6-HYDROXY-4-METHYL-2-OXO-3-BENZOYLPYRIDINE;1-ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarboxamide;1-ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinamide
• CAS NO: 29097-12-9
• Molecular Formula: C₉H₁₂N₂O₃
• Molecular Weight: 196.2
• EINECS: 249-433-9
• Mol File: 29097-12-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 430.323 °C at 760 mmHg
• Flash Point: 214.052 °C
• Appearance: Off-white powder
• Density: 1.33g/cm³
• Vapor Pressure: 7.01E-08mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: 2-8°C
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 1-Ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarboxamide(29097-12-9)
• EPA Substance Registry System: 1-Ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarboxamide(29097-12-9)

Safety Data

• Hazardous Substances Data: 29097-12-9(Hazardous Substances Data)

Usage

General Description

1-Ethyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarboxamide is a specific chemical compound also known as ethyl 6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate. It belongs to the class of chemical compounds known as pyridones, characterized by a pyridine ring bearing a ketone. The specific properties of this chemical depend on its precise arrangement of atoms and functional groups. Although there is not enough substantial data about this chemical in public resources, it is commonly found in predictive chemical industry databases, suggesting that it may be of interest for industrial or research applications.

InChI:InChI=1/C9H12N2O3/c1-3-11-6(12)4-5(2)7(8(10)13)9(11)14/h4,14H,3H2,1-2H3,(H2,10,13)

Synthetic route

C26H19N5O18S5 (698352-78-2) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C35H28N8O21S5

Conditions	Yield
Stage #1: C26H19N5O18S5 With hydrogenchloride; aminosulfonic acid; sodium nitrite In water at 0 - 10℃; for 2h; Stage #2: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one With lithium hydroxide In water at 0 - 10℃; pH=5 - 7;	75%

1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) + 3-azido-3-ethyl-1,3-benzothiazolium-tetrafluoroborat → Natrium-5-carbamoyl-3-<2-(5-carbamoyl-1-ethyl-1,2,3,6-tetrahydro-4-methyl-2,6-dioxopyridin-3-yliden)hydrazino>-1-ethyl-1,6-dihydro-4-methyl-6-oxopyridin-2-olat

Conditions	Yield
With sodium carbonate In methanol; water at 0℃; for 5h; pH 8;	43%

C26H19N5O15S4 (698352-37-3) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C35H28N8O18S4

Conditions	Yield
Stage #1: C26H19N5O15S4 With hydrogenchloride; aminosulfonic acid; sodium nitrite In water at 0 - 10℃; for 2h; pH=9; Stage #2: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one With lithium hydroxide In water at 0 - 10℃; pH=9 - 10;	10%

1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) + methanesulfonyl chloride (124-63-0) → sodium salt of 1-ethyl-3-carbamoyl-4-methyl-5-methylsulfonyl-6-hydroxy-pyrid-2-one (71552-63-1)

Conditions	Yield
With sodium hydroxide; sodium chloride In water

4,4'-diamino-2,2'-biphenyldisulfonic acid (117-61-3) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C32H32N6O12S2

Conditions	Yield
Stage #1: 4,4'-diamino-2,2'-biphenyldisulfonic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water for 2.5h; pH=7 - 8; Cooling with ice; Stage #2: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one With sodium hydroxide In water for 3h; pH=8 - 9; Cooling with ice;

4,4'-diamino-2,2'-biphenyldisulfonic acid (117-61-3) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C48H66N8O10S2

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium nitrite; sodium hydroxide; hydrogenchloride / water / 2.5 h / pH 7 - 8 / Cooling with ice 1.2: 3 h / pH 8 - 9 / Cooling with ice 2.1: thionyl chloride / N,N-dimethyl-formamide; chloroform / 5 h / 50 °C 2.2: 20 °C View Scheme

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate (2494-89-5) + 2-amino-1-benzenesulfonic acid (88-21-1) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C23H22N6O12S3(2-)*2Na(1+)

Conditions	Yield
Stage #1: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 2h; Stage #2: 2-amino-1-benzenesulfonic acid With sodium carbonate In water at 10 - 15℃; for 5h; Stage #3: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one Further stages;

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate (2494-89-5) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) + sodium 2-amino-5-aminomethylnaphthalene-1-sulfonate + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C31H28ClN9O12S3(2-)*2Na(1+)

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; sodium 2-amino-5-aminomethylnaphthalene-1-sulfonate With sodium carbonate In water at 0 - 5℃; for 2h; pH=2 - 2.5; Stage #2: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate With sodium carbonate In water at 40 - 45℃; for 2h; pH=6 - 7; Stage #3: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one Further stages;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) + 2-aminonaphthalenesulfonic acid (81-16-3) + 1,3-phenylenediamine-4-sulphonic acid sodium salt → C28H25ClN6O9S2(2-)*2Na(1+)

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2-aminonaphthalenesulfonic acid In water at 0 - 5℃; for 5h; pH=4 - 5; Stage #2: 1,3-phenylenediamine-4-sulphonic acid sodium salt In water at 25 - 30℃; for 6h; pH=6 - 7; Stage #3: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one Further stages;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) + 2,2'-iminobis[ethanol] (111-42-2) + 1,3-phenylenediamine-4-sulphonic acid sodium salt → C31H34Cl2N8O15S4(4-)*4Na(1+)

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2,2'-iminobis[ethanol] In water at 0 - 5℃; for 4h; pH=4 - 5; Stage #2: 1,3-phenylenediamine-4-sulphonic acid sodium salt In water at 30 - 40℃; for 6h; pH=5 - 6; Stage #3: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one Further stages;

C10H8F2N4O3S (252291-80-8) + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C19H17F2N7O6S

Conditions	Yield
Stage #1: C10H8F2N4O3S With hydrogenchloride; sodium nitrite In water at 2 - 5℃; for 2h; Stage #2: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one With sodium hydroxide In water at 15℃; for 5h; pH=6;

C10H8F2N4O6S2 + 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) → C19H17F2N7O9S2

Conditions	Yield
Stage #1: C10H8F2N4O6S2 With hydrogenchloride; sodium nitrite In water at 2℃; for 2h; Stage #2: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one With sodium hydroxide In water at 15℃; for 5h; pH=6;

1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one (29097-12-9) + 2-amino-5-nitro-benzoic acid (616-79-5) → C16H13N5O6

Conditions	Yield
Stage #1: 2-amino-5-nitro-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water for 3.5h; Cooling with ice; Stage #2: 1-ethyl-3-aminocarbonyl-4-methyl-6-hydroxypyrid-2-one With sodium hydroxide In water at 20℃; for 3h; pH=7.5 - 9.5;

Relevant articles and documents

Azo pyridone dyestuffs containing at least one reactive phosphoric or phosphonic acid group

Azo pyridone dyestuffs containing at least one reactive phosphoric or phosphonic acid group. The dyestuffs are characterized by the formula: wherein A is an aromatic radical containing at least one phosphoric or phosphonic acid group and R is a monovalent radical derived from a pyridone coupling component by removing a hydrogen atom attached to a ring carbon atom of the pyridone ring. The aromatic radical A is preferably a phenyl or naphthyl group. In addition to its phosphonic or phosphoric acid group or groups, radical A may be substituted with one or more halogen, alkyl, alkoxy, nitro, sulfonic acid or carboxylic acid groups. Cellulosic textiles, e.g., cotton or cotton/polyester blends, may be reactively dyed with these dyestuffs in an acid, neutral or alkaline bath using dicyandiamide or the equivalent. The phosphoric or phosphonic acid groups and the cellulosic material react to fix the dye through an ester linkage. Examples of suitable dyestuffs include those having the formula: STR1 and STR2