HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 7-Chloro-3-fluoro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-Amino-5-chlorobenzophenone | HCID 12870 | — |
| Reactant | 2-Chloro-2-fluoroacetyl chloride | HCID 3013861 | — |
| Reactant | 2-(alpha-Chloro-alpha-fluoro-acetamido)-5-chloro-benzophenone | HCID 23332628 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 7-Chloro-3-fluoro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one | HCID 13125987 | — |
Reaction Steps
NH3 is passed into a solution of 3.26 g. of 2-(α-chloro-α-fluoro-acetamido)-5-chloro-benzophenone, obtainable from 2-amino-5-chlorobenzophenone and α-chloro-α-fluoroacetyl chloride, in 15 ml. of DMSO at 50° for one hour. After stirring for 16 hours, the mixture is evaporated; 35 ml. of chloroform and 35 ml. of 13% NHO3 are added and the resulting salt is filtered off. The product is suspended in ethanol and neutralized with ammonia. Dilution with water gives 3-fluoro-5-phenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one, m.p. 235° (decomposition).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04232016 |
| Source dataset | uspto-grants-1980_11 |
| ORD ID | ord-fa087ebf51fe4e8b97e36821ee796f99 |
| Source note | uspto-grants-1980_11 |