HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromophenylacetyl chloride → 4-N-benzoyl-5'-[2-(2-bromophenyl)acetamido]-2',5'-dideoxy-5-ethylcytidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromophenylacetyl chloride | HCID 4138386 | — |
| Reactant | 5'-amino-4-N-benzoyl-2',5'-dideoxy-5-ethylcytidine | HCID 18633460 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 4-N-benzoyl-5'-[2-(2-bromophenyl)acetamido]-2',5'-dideoxy-5-ethylcytidine | HCID 18633453 | 20% |
Reaction Steps
A solution of 210 mg of (2-bromophenyl)acetyl chloride in 3 ml of diethyl ether was added to a solution of 324 mg of 5'-amino-4-N-benzoyl-2',5'-dideoxy-5-ethylcytidine in 4.9 ml of 0.18M sodium hydroxide solution and the mixture was shaken vigorously for 10 minutes. The solid was collected by filtration, washed with 2 ml of water and 1 ml of diethyl ether and recrystallized from 15 ml of ethanol to give 100 mg of 4-N-benzoyl-5'-[2-(2-bromophenyl)acetamido]-2',5'-dideoxy-5-ethylcytidine in the form of a white solid which was processed further without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04851519 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-49277f14e1584027b30aea3c3f3b525d |
| Source note | uspto-grants-1989_07 |