Ammonia → HCID 25184774, compound
Reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[N:8][C:9]([C:12](=[N:14][OH:15])[NH2:13])=[CH:10][CH:11]=1)=[O:4].N.[Cl:17][CH2:18][C:19](Cl)=O>>[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[N:8][C:9]([C:12]2[N:13]=[C:19]([CH2:18][Cl:17])[O:15][N:14]=2)=[CH:10][CH:11]=1)=[O:4]Participants
4
Procedure
Compound of example 4 (0.500 g, 2.18 mmol) was heated in chloroacetyl chloride (2 mL) at a temperature in the range of 100-110° C. for 4 hours. The reaction mixture was cooled, poured over ice water, basified With ammonia solution, and extracted with ethyl acetate (3×60 mL). The organic layer was washed with brine, dried over sodium sulfate and concentrated. The crude product obtained was purified over silica gel using ethyl acetate/petroleum ether (35%-50%) as eluent, and the pure fractions were concentrated and crystallized using chloroform/ petroleum ether, to obtain the title compound.