Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232355Generated: October 30, 2026

2-Bromophenylacetyl chloride → 4-N-benzoyl-5'-[2-(2-bromophenyl)acetamido]-2',5'-dideoxy-5-ethylcytidine

https://huagongshe.com/reaction/232355

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromophenylacetyl chlorideHCID 4138386—
Reactant5'-amino-4-N-benzoyl-2',5'-dideoxy-5-ethylcytidineHCID 18633460—
SolventDiethyl EtherHCID 3283—
SolventSodium HydroxideHCID 14798—
Product4-N-benzoyl-5'-[2-(2-bromophenyl)acetamido]-2',5'-dideoxy-5-ethylcytidineHCID 1863345320%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851519
Source datasetuspto-grants-1989_07
ORD IDord-49277f14e1584027b30aea3c3f3b525d
Source noteuspto-grants-1989_07