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[ CAS No. 10312-42-2 ] {[proInfo.proName]}

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Chemical Structure| 10312-42-2
Chemical Structure| 10312-42-2
Structure of 10312-42-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 10312-42-2 ]

CAS No. :10312-42-2 MDL No. :MFCD07402878
Formula : C11H11NO5S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 269.27 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 10312-42-2 ]

* 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 [ 10312-42-2 ]

[ 10312-42-2 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 83747-31-3 ]
  • [ 10312-42-2 ]
YieldReaction ConditionsOperation in experiment
90% With hydrogenchloride at 100℃; for 2h;
With hydrogenchloride In water at 100℃; 1 General procedure for the synthesis of 7a-7h General procedure: Saccharin or 4 (6.6mmol) was added to a solution of sodium bicarbonate (1.1g, 13.2mmol) in 3ml of DMF. The corresponding ester (7.9mmol) was added slowly and the resulting solution was stirred for 4h at 60-80°C. The mixture was poured into 15ml of water to give the crude product. It can be recrystallized from EtOH to give pure product. (0022) The appropriate ester (1.00mmol) was suspended in 3ml of concentrated hydrochloric acid and heated under stirring at 100°C until hydrolysis was completed (3-4h, TLC analysis). After cooling to room temperature, the reaction mixture was diluted with water and the precipitated carboxylic acid product was collected and purified by recrystallization (n-hexane/ethyl acetate).
YieldReaction ConditionsOperation in experiment
2-(1-Aminocarbonylprop-3-yl)sulfobenzimid (VIII), HCl;
  • 3
  • [ 128-44-9 ]
  • [ 10312-42-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: dimethylformamide 2: 90 percent / 0.5percent HCl / 2 h / 100 °C
  • 4
  • [ 10312-42-2 ]
  • [ 1332360-85-6 ]
  • [ 1332360-87-8 ]
YieldReaction ConditionsOperation in experiment
78% With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In acetonitrile at 0 - 20℃; for 3h; 5.1.1. General procedure for TBTU-mediated coupling of carboxylic acids with amines General procedure: To a stirred solution of corresponding carboxylic acid derivative (1 mmol) and benzyl L-alanyl-d-isoglutaminate trifluoroacetate (1 mmol) or dibenzyl L-alanyl-d-glutamate trifluoroacetate (1 mmol) or ethyl 3-(3-((S)-1-aminoethyl)-1,2,4-oxadiazol-5-yl)propanoate hydrochloride (1 mmol) in dry acetonitrile, triethylamine (2.5 mmol) was added at 0 °C. After stirring for 15 min TBTU was added, and the mixture was allowed to warm to room temperature and stirring then continued for 3 h. The precipitate was filtered off and washed with 10% citric acid (2 × 10 ml), water (20 ml), saturated NaHCO3 solution (2 × 10 ml) and water (20 ml). Drying the precipitate at elevated temperatures (50 °C) afforded solvent-free products.
  • 5
  • [ 10312-42-2 ]
  • [ 1332360-85-6 ]
  • [ 1332360-92-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / acetonitrile / 3 h / 0 - 20 °C 2.1: hydrogenchloride; water / 0.5 h / 80 °C 2.2: pH 3
  • 6
  • [ 10312-42-2 ]
  • [ 66025-93-2 ]
  • [ 1332360-40-3 ]
YieldReaction ConditionsOperation in experiment
75% With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In acetonitrile at 0 - 20℃; for 3h; 5.1.1. General procedure for TBTU-mediated coupling of carboxylic acids with amines General procedure: To a stirred solution of corresponding carboxylic acid derivative (1 mmol) and benzyl L-alanyl-d-isoglutaminate trifluoroacetate (1 mmol) or dibenzyl L-alanyl-d-glutamate trifluoroacetate (1 mmol) or ethyl 3-(3-((S)-1-aminoethyl)-1,2,4-oxadiazol-5-yl)propanoate hydrochloride (1 mmol) in dry acetonitrile, triethylamine (2.5 mmol) was added at 0 °C. After stirring for 15 min TBTU was added, and the mixture was allowed to warm to room temperature and stirring then continued for 3 h. The precipitate was filtered off and washed with 10% citric acid (2 × 10 ml), water (20 ml), saturated NaHCO3 solution (2 × 10 ml) and water (20 ml). Drying the precipitate at elevated temperatures (50 °C) afforded solvent-free products.
  • 7
  • [ 10312-42-2 ]
  • [ 66025-58-9 ]
  • [ 1332360-47-0 ]
YieldReaction ConditionsOperation in experiment
93% With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In acetonitrile at 0 - 20℃; for 3h; 5.1.1. General procedure for TBTU-mediated coupling of carboxylic acids with amines General procedure: To a stirred solution of corresponding carboxylic acid derivative (1 mmol) and benzyl L-alanyl-d-isoglutaminate trifluoroacetate (1 mmol) or dibenzyl L-alanyl-d-glutamate trifluoroacetate (1 mmol) or ethyl 3-(3-((S)-1-aminoethyl)-1,2,4-oxadiazol-5-yl)propanoate hydrochloride (1 mmol) in dry acetonitrile, triethylamine (2.5 mmol) was added at 0 °C. After stirring for 15 min TBTU was added, and the mixture was allowed to warm to room temperature and stirring then continued for 3 h. The precipitate was filtered off and washed with 10% citric acid (2 × 10 ml), water (20 ml), saturated NaHCO3 solution (2 × 10 ml) and water (20 ml). Drying the precipitate at elevated temperatures (50 °C) afforded solvent-free products.
  • 8
  • [ 81-07-2 ]
  • [ 10312-42-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 60 - 80 °C 2: hydrogenchloride / water / 100 °C
  • 9
  • [ 10312-42-2 ]
  • [ 1569314-75-5 ]
YieldReaction ConditionsOperation in experiment
33% Stage #1: 4-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)butanoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: With hydroxylamine hydrochloride In tetrahydrofuran; methanol at 20℃; 1 General procedure for the synthesis of 8a-8k and 11a-11p General procedure: To a solution of the corresponding acid (3.3mmol) in anhydrous THF (20ml) was added Et3N (0.33ml, 3.3mmol) and Isobutyl chloroformate (0.43ml, 3.3mmol) sequentially. The resulting solution was stirred for 10min at 0°C. A solution of NH2OH.HCl (0.34g, 5.0mmol) and Et3N (0.53ml, 5.0mmol) in anhydrous CH3OH (1ml) was added to the above mixture. The resulting solution was then stirred for 3-6h at room temperature. After filtering the mixture, removing the solvents, the resulting residue was dissolved in ethyl acetate (50ml), washed with HCl (1M, 55ml) and saturated sodium bicarbonate (50ml) three times, respectively. The cured product can be purified by recrystallization with ethyl acetate or column chromatography (dichloromethane/methanol, 100:1).
  • 10
  • [ 10312-42-2 ]
  • C11H10ClNO4S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h; 4.2.2. General procedure for the synthesis of 10a-10l General procedure: Compound 9a-l (1.2 mmol, 1.2 equiv) was dissolved in 20 mLDCM and one drop DMF was added. Then oxalyl chloride (0.2 mL,2.4 mmol, 2.4 equiv) was added dropwise and the reaction wasstirred at RT for 1 h. After the mixture was evaropated, the residuewas dissolved in DCM and again concentrated in vacuo to offerquantitatively the crude chloride. A solution of chloride in DCM(10 mL) was suspended with NEt3 (0.3 g, 3 equiv) and compound 7(0.27 g, 1 mmol) was added dropwise with stirring. After theaddition, the reaction was stirred for 4 h. Then the mixture waswashed with 1Mcitric acid( x 3), saturate solution of NaHCO3( 3)and brine solution( x 3). The solution was concentrated in vacuo,then purified via chlomatography on silica (PE/EA 3:1) to get 10alas a white solid.
  • 11
  • [ 10312-42-2 ]
  • 4-{1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl}-N-(8-hydroxyquinolin-5-yl)butanamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C 2: triethylamine / dichloromethane / 4 h 3: hydrogenchloride / water / 4 h / 20 °C / pH 2
  • 12
  • [ 10312-42-2 ]
  • C26H31N3O5SSi [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C 2: triethylamine / dichloromethane / 4 h
Same Skeleton Products
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