Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 53845258 | HCID 53845258 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54236367 | HCID 54236367 | 54.2% |
Reaction Steps
Into 10 ml of dried dimethylformamide were suspended 60 mg of sodium hydride (60%), and, to this was added dropwise a solution dissolved 500 mg of 6-chloro-1-(2,4-dichlorophenyl)methyl-1,4-dihydro-2,4-dioxo-3-(2H)-quinazolineacetic acid into 3 ml of dried dimethylformamide under stirring. After stirring the mixture for 30 minutes at room temperature, 160 mg of ethylene bromohydrin were added and the mixture was stirred for 4 hours at 110° C. After cooling by allowing to stand, the reaction mixture was poured into 200 ml of water and acidified with hydrochloric acid, which was extracted with ethyl acetate. After dried over anhydrous magnesium sulfate, solvent was distilled off and the residue was recrystallized from ethanol to obtain 300 mg of title compound. m.p. 167°-168° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05234928 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-674612b1a8a740c8b335af3075eff5b1 |
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| Source note | uspto-grants-1993_08 |
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