Structure of 88683-57-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 88683-57-2 |
Formula : | C11H8N2O2S |
M.W : | 232.26 |
SMILES Code : | N#CCCSN(C(C1=C2C=CC=C1)=O)C2=O |
MDL No. : | MFCD01863529 |
InChI Key : | MVZDBGUIRMGSOY-UHFFFAOYSA-N |
Pubchem ID : | 4067398 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
---|---|---|
58% | With chlorine; triethylamine; In dichloromethane; N,N-dimethyl-formamide; | N-(2-cyanoethylmercapto)phthalimide 21 A Solution of chlorine in dichloromethane (1.4 mol dm-3, 10.0 cm3, 14.0 mmol) was added dropwise to a stirred solution of 2-cyanoethyl mercaptan, (see, for example, Bauer and Welsh, loc cit), (1.22 g, 14.0 mmol) in dichloromethane (21 cm3) at 0 C. (ice-water bath). After the products had been allowed to warm to room temperature, they were added dropwise to a stirred slurry of phthalimide (1.47 g, 10.0 mmol) and triethylamine (1.94 cm3, 14.0 mmol) in dry DMF (12 cm3) at 0 C. (ice-water bath). The stirred reactants were allowed to warm to room temperature. After 2 h, the products were poured into saturated aqueous sodium hydrogen carbonate (25 cm3) and the resulting mixture was extracted with dichloromethane (2*50 cm3). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The residue was crystallized from ethanol to give N-(2-cyanoethylmercapto)phthalimide 21 as colourless needles (1.345 g, 58%) (Found: C, 57.0; H, 3.4; N, 11.8. C11 H8 N2 O2 S requires: C, 56.9; H, 3.5; N, 12.1%), m.p. 162-164 C.; deltaH ?CDCl3! 2.79 (2 H, t, J7.2), 3.12 (2 H, t, J7.2), 7.83 (2 H, m), 7.95 (2 H, m); deltaC ?CDCl3! 18.7, 34.5, 117.5, 124.1, 131.7, 134.9, 168.1. |