Reaction #2329031

Reaction equation

water

cytosine

diphenylacetyl chloride

→

N4-(Diphenyl acetyl)cytosine

Solvents

pyridine

Conditions

Workup

1. 1
   workup.ADDITIONwere added in portions
2. 2
   workup.STIRRINGThe reaction mixture was stirred at room temperature overnight
3. 3
   Otherthe end of the reaction
4. 4
   Otherthe solvent was evaporated under reduced pressure
5. 5
   workup.ADDITION100 ml of water were added to the residue
6. 6
   workup.STIRRINGthe mixture was stirred vigorously for 30 minutes
7. 7
   Filtrationfiltered
8. 8
   WashThe white precipitate was washed with 100 ml of ether
9. 9
   Otherdried

Procedure

To stirred suspension of (3 gr, 27 mmol) of cytosine (C) in 30 ml of dry pyridine at room temperature (6.85 g, 29.7 mmol) of diphenylacetyl chloride were added in portions. The reaction mixture was stirred at room temperature overnight. TLC indicated the end of the reaction. 2 ml of water was added and the solvent was evaporated under reduced pressure. 100 ml of water were added to the residue and the mixture was stirred vigorously for 30 minutes. The desired product (11) was precipitate and filtered. The white precipitate was washed with 100 ml of ether and dried.

Source