Morpholine → HCID 13013931, compound
Reaction equation
Cl[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:12][C:7]=2[S:6][C:5]2[CH:17]=[CH:18][CH:19]=[CH:20][C:4]=2[N:3]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>C(#N)C>[O:24]1[CH2:25][CH2:26][N:21]([C:2]2[C:8]3[CH:9]=[CH:10][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:12][C:7]=3[S:6][C:5]3[CH:17]=[CH:18][CH:19]=[CH:20][C:4]=3[N:3]=2)[CH2:22][CH2:23]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Reflux a mixture of 3.035 gm. (10 mmole) of the 11-chloro ester of Example 6, 2.61 mg. (30 mmmole) of morpholine and 30 ml. of dry acetonitrile under an argon atmosphere for 40 hours. Add 50 ml. of ice-water to the reaction mixture and extract twice with 50 ml. portions of ethyl acetate. Wash the combined extracts with 50 ml. of water and then with 50 ml. of saturated aqueous sodium chloride solution. Dry over magnesium sulfate and evaporate. Chromatograph the residue over silica gel eluting with 1:9 ethyl acetate in toluene. Recrystallize from diisopropyl ether to obtain the title product, (m.p. 114°-115° C.).