Structure of 21585-16-0
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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. : | 21585-16-0 |
Formula : | C7H10N2O2S |
M.W : | 186.23 |
SMILES Code : | O=C(C(CCO)=C(C)N1)NC1=S |
MDL No. : | MFCD01316114 |
InChI Key : | ADOJVBUVXRZBHE-UHFFFAOYSA-N |
Pubchem ID : | 1511006 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 |
* 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% | To a solution of sodium (55.6 g, 2.4 mol) in ethanol (1000 ml) was added slowly 2-acetylbutyrolactone 155 g, 1.2 mol) after which thiourea (128 g, 1.65 mol) was added in small portions. The mixture was heated under reflux for 16 h, then concentrated, water (800 ml) was added and acidified slowly with concentrated hydrochloric acid (200 ml). The precipitate was collected and washed with water, isopropyl alcohol and petroleum ether. Yield 125 g (56%) of a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With sodium hydride; In N,N-dimethyl-formamide; at 30.0℃; for 2.0h; | To a suspension of <strong>[21585-16-0]2-thio-5-(2-hydroxyethyl)-6-methyluracil</strong> (50 g, 0.26 mol) in DMF (320 ml) was added slowly one equivalent of sodium hydride. Next was added slowly one equivalent of methyl iodide (16.6 ml). The mixture was stirred for two hours at 30 C., after which water (800 ml) was added. The precipitate was collected and washed with water, isopropyl alcohol and petroleum ether. Yield 34.4 g (64%). |
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