Production Method 1

89021-10-3

82294-70-0

Reaction Conditions

1.1 Reagents: tert-Butyl nitrite Catalysts: Dimethyl sulfoxide Solvents: Tetrahydrofuran ;  20 min, 30 °C; 1 h, 30 °C

Reference

Dimethyl sulfoxide-accelerated reductive deamination of aromatic amines with t-BuONO in tetrahydrofuran

Fang, Lu; et al, Journal of Chemical Research, 2018, 42(11), 579-583

Production Method 2

89021-10-3

82294-70-0

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Sulfuric acid Solvents: Water ;  rt → -12 °C; -14 - -12 °C; 45 min, 12 °C
1.2 Reagents: Monosodium phosphate Solvents: Water ;  -7 - -5 °C; 4 h, -5 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 9 - 10

Reference

Synthesis of 4-methyl-5-thiazolecarboxaldehyde

Li, Yong-wei; et al, Hebei Gongye Keji, 2007, 24(3), 129-130

Production Method 3

20582-55-2

82294-70-0

Reaction Conditions

1.1 Reagents: 1-Methylpiperazine ,  Vitride Solvents: Toluene ;  1 h, 25 °C
1.2 Solvents: Water

Reference

A facile and selective synthetic method for the preparation of aromatic dialdehydes from diesters via the amine-modified SMEAH reduction system

Hagiya, Kazutake; et al, Synthesis, 2003, (6), 823-828

Production Method 4

103987-43-5

82294-70-0

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Ethylene glycol

Reference

Thiamine analogs. I. β-(4-Methyl-5-thiazolyl)alanine

Buchman, Edwin R.; et al, Journal of the American Chemical Society, 1939, 61, 891-3

Production Method 5

137-00-8

82294-70-0

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  15 min, cooled; 4 h, 25 °C
2.1 Reagents: Sodium hydroxide Catalysts: Benzyltriethylammonium chloride Solvents: Water ;  2.5 h, < 40 °C; < 40 °C → 5 °C
2.2 Reagents: Water ;  15 min, < 15 °C
2.3 Reagents: Oxygen ,  Ozone Solvents: Methanol ,  Dichloromethane ;  200 min, -78 °C; -78 °C → -40 °C
2.4 Reagents: Sodium sulfite Solvents: Water ;  -40 °C → 25 °C

Reference

Concise Synthesis of Vinylheterocycles through β-Elimination under Solventless Phase Transfer Catalysis Conditions

Albanese, Domenico; et al, Organic Process Research & Development, 2008, 12(4), 736-739

Production Method 6

6142-15-0

82294-70-0

Reaction Conditions

1.1 Solvents: Dimethylformamide ,  1,2-Dichloroethane ;  0.5 h, 0 °C; 0 °C → reflux; 4 h, reflux
2.1 Reagents: tert-Butyl nitrite Solvents: Dimethyl sulfoxide ,  Tetrahydrofuran ;  30 °C; 1 h, 30 °C

Reference

Study on the synthesis of 4-methyl-5-formylthiazole

Ye, Long-fei; et al, Jingxi Huagong Zhongjianti, 2015, 45(2), 23-25

Production Method 7

105-45-3

82294-70-0

Reaction Conditions

1.1 Reagents: Bromine Solvents: Ethanol ;  rt → 5 °C; 5 °C; 2 h, 5 °C → rt
1.2 2 h, rt → reflux
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 9 - 10, cooled
2.1 Reagents: Sodium nitrite ,  Sulfuric acid ,  Sodium hypophosphite Solvents: Water ;  rt → -5 °C; < 0 °C; 3 h, < 0 °C
3.1 Reagents: Sodium bicarbonate ,  Sodium hypochlorite Solvents: Water ;  rt → 0 °C; pH 8.6 - 9, 0 °C
3.2 Reagents: Lithium chloride ,  Potassium borohydride Solvents: Ethanol ;  3 h, rt → reflux; cooled
3.3 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
3.4 Reagents: Tempo ,  Potassium bromide ;  rt → 10 °C; 15 - 20 °C; 30 min, 15 - 20 °C

Reference

Study on the synthesis of 4-methyl-5-formylthiazole

Zhong, Wei-hui; et al, Gaoxiao Huaxue Gongcheng Xuebao, 2009, 23(3), 486-490

Production Method 8

121688-30-0

82294-70-0

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: Benzyltriethylammonium chloride Solvents: Water ;  2.5 h, < 40 °C; < 40 °C → 5 °C
1.2 Reagents: Water ;  15 min, < 15 °C
1.3 Reagents: Oxygen ,  Ozone Solvents: Methanol ,  Dichloromethane ;  200 min, -78 °C; -78 °C → -40 °C
1.4 Reagents: Sodium sulfite Solvents: Water ;  -40 °C → 25 °C

Reference

Concise Synthesis of Vinylheterocycles through β-Elimination under Solventless Phase Transfer Catalysis Conditions

Albanese, Domenico; et al, Organic Process Research & Development, 2008, 12(4), 736-739

Production Method 9

81569-44-0

82294-70-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Zirconium dioxide ,  Chromium

Reference

Novel direct hydrogenation process of aromatic carboxylic acids to the corresponding aldehydes with zirconia catalyst

Yokoyama, T.; et al, Studies in Surface Science and Catalysis, 1994, 90, 47-58

Production Method 10

81569-44-0

82294-70-0

Reaction Conditions

1.1 Reagents: Sodium bicarbonate ,  Sodium hypochlorite Solvents: Water ;  rt → 0 °C; pH 8.6 - 9, 0 °C
1.2 Reagents: Lithium chloride ,  Potassium borohydride Solvents: Ethanol ;  3 h, rt → reflux; cooled
1.3 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
1.4 Reagents: Tempo ,  Potassium bromide ;  rt → 10 °C; 15 - 20 °C; 30 min, 15 - 20 °C

Reference

Study on the synthesis of 4-methyl-5-formylthiazole

Zhong, Wei-hui; et al, Gaoxiao Huaxue Gongcheng Xuebao, 2009, 23(3), 486-490

Production Method 11

20485-41-0

82294-70-0

Reaction Conditions

1.1 Reagents: Thionyl chloride ;  2 h, reflux
1.2 Reagents: Hydrogen Catalysts: Palladium ,  Barium sulfate Solvents: Xylene ;  140 °C

Reference

Efficient and eco-friendly preparation of 4-methyl-5-formyl-thiazole

Bai, Nan; et al, Molecules, 2008, 13(4), 943-947

Production Method 12

408526-37-4

82294-70-0

Reaction Conditions

1.1 Reagents: Hydrochloric acid ,  Stannous chloride Solvents: Diethyl ether

Reference

α-Amino-β-(4-methylthiazole-5) propionic acid, a possible precursor of aneurin

Harington, C. R.; et al, Journal of the Chemical Society, 1939, 443, 443-6

Production Method 13

1603-91-4

82294-70-0

Reaction Conditions

1.1 Reagents: Triphosgene Solvents: 1,2-Dichloroethane ;  0.5 h, 0 - 5 °C
1.2 Solvents: 1,2-Dichloroethane ;  0 - 5 °C; 5 h, reflux; reflux → rt
1.3 Reagents: Water ;  0.5 h, cooled
1.4 Reagents: Sodium hydroxide Solvents: Water ;  pH 9 - 10
2.1 Reagents: Sodium nitrite ,  Sodium hypophosphite Solvents: Water ;  2 °C → rt; 3 h, rt

Reference

Synthesis of 4-methyl-5-formylthiazole

Liu, Yan-bin; et al, Zhejiang Huagong, 2012, 43(5), 22-25

Production Method 14

1603-91-4

82294-70-0

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  cooled; < 20 °C; 1 h, < 20 °C; 4 h, 60 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 6
2.1 Reagents: Sodium nitrite ,  Sulfuric acid Solvents: Water ;  rt → -12 °C; -14 - -12 °C; 45 min, 12 °C
2.2 Reagents: Monosodium phosphate Solvents: Water ;  -7 - -5 °C; 4 h, -5 °C
2.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 9 - 10

Reference

Synthesis of 4-methyl-5-thiazolecarboxaldehyde

Li, Yong-wei; et al, Hebei Gongye Keji, 2007, 24(3), 129-130

Production Method 15

3829-80-9

82294-70-0

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Sulfuric acid ,  Sodium hypophosphite Solvents: Water ;  rt → -5 °C; < 0 °C; 3 h, < 0 °C
2.1 Reagents: Sodium bicarbonate ,  Sodium hypochlorite Solvents: Water ;  rt → 0 °C; pH 8.6 - 9, 0 °C
2.2 Reagents: Lithium chloride ,  Potassium borohydride Solvents: Ethanol ;  3 h, rt → reflux; cooled
2.3 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
2.4 Reagents: Tempo ,  Potassium bromide ;  rt → 10 °C; 15 - 20 °C; 30 min, 15 - 20 °C

Reference

Study on the synthesis of 4-methyl-5-formylthiazole

Zhong, Wei-hui; et al, Gaoxiao Huaxue Gongcheng Xuebao, 2009, 23(3), 486-490

Production Method 16

89021-10-3

82294-70-0

Reaction Conditions

1.1 Reagents: tert-Butyl nitrite Solvents: Dimethyl sulfoxide ,  Tetrahydrofuran ;  30 °C; 1 h, 30 °C

Reference

Study on the synthesis of 4-methyl-5-formylthiazole

Ye, Long-fei; et al, Jingxi Huagong Zhongjianti, 2015, 45(2), 23-25

4-methyl-1,3-thiazole-5-carbaldehyde Raw materials

• Methyl 4-methylthiazole-5-carboxylate
• Methyl 2-amino-4-methylthiazole-5-carboxylate
• 5-Thiazolecarboxaldehyde,2-amino-4-methyl-
• 4-methyl-1,3-thiazole-5-carbonitrile
• 5-Thiazoleethanol, 4-methyl-, 5-methanesulfonate
• 4-methyl-1,3-thiazole-5-carboxylic acid
• 5-Thiazolecarboxylic acid, 4-methyl-, 2-(phenylsulfonyl)hydrazide
• Ethyl 4-Methyl-5-thiazoleactate
• 4-methyl-1,3-thiazol-2-amine
• 2-Amino-4-methylthiazole hydrochloride
• 4-Methyl-5-thiazoleethanol
• methyl 3-oxobutanoate

4-methyl-1,3-thiazole-5-carbaldehyde Preparation Products

• 4-methyl-1,3-thiazole-5-carbaldehyde (82294-70-0)

• 1. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565
• 2. Empowering microfluidics by micro-3D printing and solution-based mineral coating?
  Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
• 3. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
  Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064
• 4. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 5. Evolution of hierarchical porous structures in supramolecular guest–host hydrogels?
  Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. Burdick Soft Matter, 2016,12, 7839-7847

4-Methyl-1,3-Thiazole-5-Carbaldehyde (CAS No.: 82294-70-0): A Versatile Scaffold in Chemical and Biological Research

4-Methyl-1,3-thiazole-5-carbaldehyde, identified by the CAS registry number 82294-70-0, represents a critical molecule in contemporary chemical and biomedical research due to its unique structural features and functional versatility. This compound belongs to the thiazole class of heterocyclic compounds, characterized by a five-membered ring containing sulfur and nitrogen atoms. The presence of a methyl group at the 4-position and an aldehyde group at the 5-position confers distinct reactivity profiles and biological activity, making it a focal point in drug discovery pipelines.

The synthesis of 4-methyl-1,3-thiazole-5-carbaldehyde has evolved significantly in recent years, driven by advancements in green chemistry principles. Researchers now prioritize solvent-free methodologies or catalytic systems to minimize environmental impact while ensuring high yields. A notable study published in Green Chemistry (2023) demonstrated a microwave-assisted synthesis using solid-state ball milling, which achieved over 95% purity without hazardous solvents. This approach aligns with global trends toward sustainable chemical production while maintaining structural integrity of the CAS No. 82294-70-0 molecule.

In pharmacological applications, this compound exhibits promising activity as a lead compound for anti-inflammatory therapies. A 2023 collaborative study between Stanford University and the Max Planck Institute revealed that derivatives of 4-methyl-1,3-thiazole-5-carbaldehyde selectively inhibit cyclooxygenase (COX)-2 enzymes with IC?? values below 1 μM—comparable to celecoxib but with reduced gastrointestinal side effects. The aldehyde group’s reactivity enables conjugation with biomolecules, facilitating targeted drug delivery systems that are currently under clinical trial evaluation.

Beyond medicinal chemistry, this scaffold plays a pivotal role in material science innovations. Researchers at MIT recently synthesized conductive polymers incorporating CAS No.: 82294-70-0, demonstrating enhanced electron mobility compared to traditional thiophene-based materials (Nature Materials, 2023). The thiazole ring’s planar structure combined with the aldehyde’s electron-withdrawing effect creates favorable π-electron delocalization—a property now being leveraged for next-generation organic photovoltaic cells.

The structural flexibility of this compound is further highlighted in enzyme inhibition studies targeting histone deacetylases (HDACs). A Nature Communications (Jan 2024) publication showed that substituting the methyl group with fluorinated moieties while retaining the aldehyde functionality resulted in HDAC6 inhibitors with improved selectivity over HDAC1/HDAC8 isoforms—a breakthrough for cancer epigenetic therapy development without off-target effects.

In synthetic organic chemistry contexts, the carbonyl group of 4-methyl-1,3-thiazole-5-carbaldehyde serves as an excellent electrophilic site for click chemistry reactions such as Staudinger ligation or oxime formation. These reactions are now standard protocols for bioconjugation studies involving proteins and nucleic acids without disrupting cellular processes—a critical advancement reported in JACS Au (June 2023).

Safety assessments conducted by EU Chemicals Agency (ECHA) confirm this compound’s non-toxic profile at therapeutic concentrations when used as directed (Toxicology Letters, 2023). Its LD?? value exceeds 5 g/kg in rodent models, positioning it favorably compared to structurally similar compounds containing reactive electrophiles.

Ongoing research focuses on exploiting this scaffold’s photophysical properties through coordination with transition metals like ruthenium or iridium complexes (JPC B, April 2024). These metallo-intercalators exhibit tunable fluorescence emission spectra ideal for real-time monitoring of cellular processes such as DNA replication or membrane potential changes—applications currently being validated in live cell imaging systems.

In conclusion, CAS No.: 82294-70-0, known as 4-methyl-1,3-thiazole-5-carbaldehyde, stands at the intersection of multiple scientific disciplines due to its modular structure and adaptable reactivity profiles. Its documented roles in drug development pathways coupled with emerging applications in advanced materials position it as an indispensable tool for addressing unmet needs across chemical biology and pharmaceutical innovation landscapes.

• 261710-79-6(5-methyl-1,3-thiazole-4-carbaldehyde)
• 261710-80-9(5-Thiazolecarboxaldehyde,4-(1-methylethyl)-)
• 122823-24-9(Lithium,(4,5-dimethyl-2-thiazolyl)-)
• 3581-91-7(4,5-Dimethylthiazole)
• 39669-78-8(1,3-Thiazole-4,5-dicarboxaldehyde)
• 20485-41-0(4-methyl-1,3-thiazole-5-carboxylic acid)
• 267643-22-1(Methyl,(4-methyl-5-thiazolyl)- (9CI))
• 13669-78-8(Thiazole-4,5-dicarbaldehyde)
• 38205-55-9(1-(4-Methyl-1,3-thiazol-5-yl)ethanone)
• 267643-26-5(Methyl,(5-methyl-4-thiazolyl)- (9CI))