Phosphate → HCID 20074954, compound

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]([CH2:15][C:16]([O:18]C)=O)[NH:10][C:11]([NH:13][CH3:14])=[O:12])[CH:6]=[CH:7][CH:8]=1.C[O-].[Na+].P([O-])([O-])([O-])=O>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:15][C:16](=[O:18])[N:13]([CH3:14])[C:11](=[O:12])[NH:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

Procedure

To a solution of methyl [1-(3-methoxyphenyl)-2-[(methylamino)carbonyl]hydrazino]acetate (1.6 g) in methanol (20 ml) under nitrogen was added a solution of sodium methoxide (8 ml; from sodium (5.2 g) in methanol (150 ml)). After 1 h the mixture was poured into pH 6 phosphate buffer (100 ml) and partitioned with dichloromethane (3×50 ml). The combined, dried organic extracts were evaporated to give a solid which was purified by FCC eluting with System A (7:3) to give, after trituration with System A (1:1), the title compound (650 mg), m.p. 120°-122°.