| Identification | More | [Name]
4-Thiazolecarboxylic acid | [CAS]
3973-08-8 | [Synonyms]
1,3-THIAZOLE-4-CARBOXYLIC ACID
4-CARBOXYTHIAZOLE
4-THIAZOLECARBOXYLIC ACID
AKOS BB-9161
THIAZOLE-4-CARBOXYLIC ACID
TIMTEC-BB SBB010166
4-Thiazolecarboxylic acid 3973-8-8
1,3-Thiazole-4-Carboxylic Acid 3973-8-8 | [EINECS(EC#)]
628-056-7 | [Molecular Formula]
C4H3NO2S | [MDL Number]
MFCD00623589 | [Molecular Weight]
129.14 | [MOL File]
3973-08-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
195-199 °C (lit.) | [Boiling point ]
191 °C | [density ]
1.525±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.57±0.10(Predicted) | [color ]
White to Off-White | [λmax]
230nm(EtOH)(lit.) | [InChI]
InChI=1S/C4H3NO2S/c6-4(7)3-1-8-2-5-3/h1-2H,(H,6,7) | [InChIKey]
HMVYYTRDXNKRBQ-UHFFFAOYSA-N | [SMILES]
S1C=C(C(O)=O)N=C1 | [CAS DataBase Reference]
3973-08-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29341000 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Pyruvic acid-->1,2-Dimethoxyethane-->Methyl Bromopyruvate-->THIOFORMAMIDE-->METHYL 4-THIAZOLECARBOXYLATE-->2,4-Thiazoledicarboxylic acid-->2-Propanoyl-1,3-thiazole-4-carboxylic acid-->2-Thiazolidineacetic acid, α-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-4-carboxy-5,5-dimethyl--->4-Thiazolecarboxylicacid,4,5-dihydro-5,5-dimethyl-(9CI)-->Ethyl 2-bromothiazole-4-carboxylate-->Oxamic acid-->4-Hydroxyphenylglyoxylic acid-->thiazole-4,5-dicarboxylic acid | [Preparation Products]
4-Hydroxymethylthiazole-->1,3-THIAZOLE-4-CARBONYL CHLORIDE-->4-Thiazolecarboxamide, N,N-dimethyl- |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow to white solid | [Uses]
4-Thiazolecarboxylic Acid (cas# 3973-08-8) is a compound useful in organic synthesis. | [Synthesis]
The general procedure for the synthesis of thiazole-4-carboxylic acid from 4-methylthiazole was as follows: 4-methylthiazole (19.8 g, 0.2 mol), 200 mL of water, and potassium permanganate (173.8 g, 1.1 mol) were added to a 500 mL three-necked flask, which was heated to 55 °C with stirring and kept for 22 hours. After completion of the reaction, the reaction mixture was cooled and filtered. The filter cake (mainly composed of manganese dioxide) was washed with hot water at 50°C. The filtrate was adjusted to pH 3 with dilute hydrochloric acid, precipitated as a solid and filtered. The filter cake was washed with a small amount of water and dried to give 18.1 g of thiazole-4-carboxylic acid in 70.2% yield, melting point 196-198 °C. | [References]
[1] Angewandte Chemie, 1992, vol. 104, # 6, p. 748 - 749
[2] Patent: CN104557902, 2018, B. Location in patent: Paragraph 0063; 0076; 0081; 0088; 0089; 0102 |
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