95-01-2Relevant articles and documents
Preparation of 2,4-dihydroxybenzaldehyde by the Vilsmeier-Haack reaction
Mendelson, Wilford L.,Hayden, Stuart
, p. 603 - 610 (1996)
An efficient synthesis of 2,4-dihydroxybenzaldehyde (1) from resorcinol via the Vilsmeier-Haack reaction has been developed. Either phosphorous oxychloride/DMF or oxalyl chloride/DMF produces 1 in yields of 65-75%. The intermediate formamidinium salts have been characterized.
Hydrogen-bonded supramolecular array in the crystal structure of ethyl 7-hydroxy-2-oxo-2h-chromene-3-carboxylate monohydrate
Galdamez, Antonio,Garcia-Beltran, Olimpo,Cassels, Bruce K.
, p. 546 - 548 (2011)
The crystal structure of ethyl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate monohydrate (1), C12H10O5.H2O, was established by X-ray crystallographic analysis. The molecule of the title compound is essentially planar except for the carboxylate substituent group. The crystal packing supramolecular array arises from hydrogen bonds and intermolecular C-H...O=C contacts of the organic molecules and solvent water molecules, with graph-set descriptor)R24(8), R 21(6), R44(20)and5 (C) motifs. The water molecules are involved as donors and acceptors. The hydrogen bond and intermolecular interaction network is reinforced by stacking of the sheet through π-π interactions.
Three-Component Dynamic Covalent Chemistry: From Janus Small Molecules to Functional Polymers
Liu, Hongxu,Lu, Hung-Hsun,Thayumanavan, S.,Zhuang, Jiaming
supporting information, p. 20735 - 20746 (2021/12/17)
A new multicomponent reaction involving 2-hydroxybenzaldehyde, amine, and 2-mercaptobenzaldehyde (HAM reaction) has been developed and applied to multicomponent polymerization and controlled radical polymerization for the construction of random and block copolymers. This chemistry features mild reaction conditions, high yield, simple isolation, and water as the only byproduct. With the advantages of the distinct nucleophilicity of thiol and hydroxyl groups, the chemistry could be used for stepwise labeling and modifications on primary amines. The Janus chemical joint formed from this reaction exhibits degradability in buffers and generates the corresponding starting reagents, allowing amine release. Interestingly, the chemical joint exhibits thermally activated reversibility with water as the catalyst. This multicomponent dynamic covalent feature has been applied to the metamorphosis of random and block copolymers, generating polymers with diverse architectures. This chemistry is expected to be broadly applicable to synthetic polymer chemistry and materials science.
Method for preparing 4-butyl resorcinol
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Paragraph 0015; 0034-0035; 0038-0039, (2020/04/02)
The invention discloses a method for preparing 4-butyl resorcinol. The method comprises the following steps: (1) preparing 2, 4-dihydroxy benzaldehyde; (2) preparing 2, 4-dihydroxy benzylidene acetone; and (3) preparing the 4-butyl resorcinol. The method has the advantages as follows: firstly, raw materials and reagents used in the method are lower in toxicity, safer, cheaper, easier to obtain andconvenient to store, and the raw material cost and operation cost are greatly reduced; secondly, the method has few reaction steps, is convenient to operate, and is easier for large-scale production;and thirdly, high-toxicity three wastes are not generated, environmental pollution is reduced, and the ecological environment is protected. Meanwhile, the yield of the prepared product is high and can reach 90% or above.
Method for preparing 2,4-dihydroxy benzaldehyde
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Paragraph 0014; 0015; 0016; 0017; 0018; 0019; 0020, (2017/10/07)
The invention relates to a method for preparing 2,4-dihydroxy benzaldehyde. The method comprises the following steps: by taking m-dihydroxybenzene as a raw material, performing reaction on bis(trichloromethyl) carbonate triphosgene BTC and N,N-dimethylformamide DMF in an organic solvent, and purifying, thereby obtaining a target compound. According to the method, as the triphosgene is adopted to replace a phosphorus-containing or sulfur-containing chlorination agent, the problems of treatment of a great amount of phosphorus-containing or sulfur-containing byproducts, discharging of wastewater and the like in the production process are solved, and the method has the characteristics of being easy in raw material obtaining, gentle in reaction condition, simple in operation step, low in cost, low in energy consumption, small in pollution, possible in clean production and the like and has industrial application prospects.