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CAS No. : | 7466-54-8 | MDL No. : | MFCD00014755 |
Formula : | C8H10N2O2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | QMGXWNSSMGAHCA-UHFFFAOYSA-N |
M.W : | 166.18 | Pubchem ID : | 24051 |
Synonyms : |
|
Chemical Name : | 2-Methoxybenzhydrazide |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56.6% | 3- (trimethylsilyl)Propyne acid (195 mg, 1.37 mmol) was dissolved in dichloromethane (4 ml). Oxalyl chloride thereto (0.123 ml, 1.44 mmol), and stirred for 2 hours at room temperature was added a DMF (1 drop). The compound obtained in Example 132-2 thereto (228 mg, 1.37 mmol), triethylamine (0.229 ml, 1.64 mmol) and stirred overnight at room temperature added. After the reaction was washed with saturated brine by the addition of chloroform. Dried with magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (SNAP Ultra 25 g, hexane / ethyl acetate) to give the title compound (225 mg, 56.6%) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; at 80℃; for 3h; | General procedure: 8-Methoxyquinoline-2-carbaldehyde (25, 0.534 mmol) was refluxedwith various substituted acylhydrazines (0.587 mmol, 1.1 eq) in ethanol(5-10 mL) to get acyl hydrazides of 8-hydroxyquinoline. After completionof reaction, quinoline acyl hydrazides were found as precipitateson cooling to -15 C. Precipitates were washed with coldethanol and dried under vacuum. These acyl hydrazides were used directlyfor one pot synthesis of 2,5-disubstituted-1,3,4-oxadiazole usingiodine/K2CO3 catalysed oxidative cyclization. To the acyl hydrazides(1.0 eq) in DMSO (5-10 mL), K2CO3 (3.0 eq) and iodine (1.2 eq) wereadded in sequence and refluxed at 110 C. After the completion, thereaction mixture was cooled and saturated solution of sodium thiosulfatewas added. The precipitates were collected and dried under highvacuum to get the respective compounds (33-50). |
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