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Chemical Structure| 25230-59-5 Chemical Structure| 25230-59-5

Structure of 25230-59-5

Chemical Structure| 25230-59-5

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Product Details of [ 25230-59-5 ]

CAS No. :25230-59-5
Formula : C8H7NO3
M.W : 165.15
SMILES Code : O=C(OC)C1=C(C=O)N=CC=C1
MDL No. :MFCD11052321
InChI Key :SPCNFHHJOBSFFV-UHFFFAOYSA-N
Pubchem ID :14032359

Safety of [ 25230-59-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 25230-59-5 ]

* 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.

  • Downstream synthetic route of [ 25230-59-5 ]

[ 25230-59-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 40963-14-2 ]
  • [ 25230-59-5 ]
  • cis-methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)nicotinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; EXAMPLE 35 Preparation of cis-methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)nicotinate STR152 A solution containing 1.24 g methyl 2-formylpyridine-3-carboxylate [Bull. Soc. Chem. France, 36, 78-83 (1969)], 1.0 g <strong>[40963-14-2]2-amino-2,3-dimethylbutyramide</strong> and 20 g p-toluene sulfonic acid is heated under reflux under nitrogen with a Dean-Stark water separator for six hours. The solution is filtered while hot and the filtrate concentrated in vacuo to leave a dark oil. The oil is extracted into ether, the ether concentrated to give a yellow solid. This solid is recrystallized from a mixture of hexane-ether and methylene chloride to give cis-methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)nicotinate, mp 118.5-120 C., identical to one of the products obtained from the sodium cyanoborohydride reduction of methyl 2-(4-isopropyl-4-methyl-5-oxo-imidazolin-2-yl)nicotinate. The presence of the corresponding trans-isomer is indicated by nmr spectroscopy. Following the above procedure and using the appropriately substituted 2-formylpyridine-3-carboxylate yields the formula III 2-(2-imidazolidinyl)nicotinic acids and esters reported in Table IV below.
With toluene-4-sulfonic acid; EXAMPLE 12 Preparation of cis-methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)nicotinate STR104 A solution containing 1.24 g methyl 2-formylpyridine-3-carboxylate [Bull. Soc. Chem. France, 36, 78-83 (1969)], 1.0 g <strong>[40963-14-2]2-amino-2,3-dimethylbutyramide</strong> and 20 g p-toluene sulfonic acid is heated under reflux under nitrogen with a Dean-Stark water separator for six hours. The solution is filtered while hot and the filtrate concentrated in vacuo to leave a dark oil. The oil is extracted into ether, the ether concentrated to give a yellow solid. This solid is recrystallized from a mixture of hexane-ether and methylene chloride to give cis-methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)nicotinate, mp 118.5-120 C., identical to one of the products obtained from the sodium cyanoborohydride reduction of methyl 2-(4-isopropyl-4-methyl-5-oxo-imidazolin-2-yl)nicotinate. The presence of the corresponding trans-isomer is indicated by nmr spectroscopy. Following the above procedure and using the appropriately substituted 2-formylpyridine-3-carboxylate yields the formula III 2-(2-imidazolidinyl)nicotinic acids and esters reported in Table IV below.
 

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