Azzindani/Open_Reaction_Data huggingface dataset:
Reaction SMILES: [CH3:1][C:2]1[NH:3][C:4]([CH3:42])=[C:5]([C:26]([O:28][CH2:29][CH2:30][N:31]2C(=O)C3=CC=CC=C3C2=O)=[O:27])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][C:18](=O)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:7]=1[N+:8]([O-:10])=[O:9].O.NN.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[NH:3][C:4]([CH3:42])=[C:5]([C:26]([O:28][CH2:29][CH2:30][NH2:31])=[O:27])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:7]=1[N+:8]([O-:10])=[O:9]
Reactant: CC1=C(C(=O)OCCN2C(=O)c3ccccc3C2=O)C(c2ccccc2OC(=O)c2ccccc2)C([N+](=O)[O-])=C(C)N1
Agent: NN
Agent: [Na+]
Agent: [OH-]
Solvent: O
Solvent: CCO
Product: CC1=C(C(=O)OCCN)C(c2ccccc2OCc2ccccc2)C([N+](=O)[O-])=C(C)N1
Reaction time: 2 h

Procedure:
14.5 g (26.22 mmol) of β-phthalimido-ethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-benzoyloxyphenyl)-pyridine-5-carboxylate are suspended in 260 ml of ethanol, and 7 ml (140 mmol) of hydrazine hydrate in 20 ml of ethanol are added dropwise, while boiling. The mixture is boiled for 2 hours, cooled and filtered with suction. The resulting solid product is stirred with 200 mmol of 0.5 N sodium hydroxide solution for 30 minutes, filtered off with suction, washed with water and ethanol and dried. 9.5 g of crystals which are red-orange in color and have a melting point of 216° C. are obtained.