Ethanol → HCID 10592117, compound

HRID 442684Notes

Reaction equation

HRID 442684 reaction equation
[CH2:1]1[O:9][C:8]2[C:3](=[CH:4][C:5]([C:15](=O)[C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=3)=[C:6]([CH2:10][C:11](OC)=[O:12])[CH:7]=2)[O:2]1.O.[NH2:27][NH2:28].C(O)C>C(O)(=O)C>[CH2:1]1[O:2][C:3]2=[CH:4][C:5]3[C:15]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=4)=[N:28][NH:27][C:11](=[O:12])[CH2:10][C:6]=3[CH:7]=[C:8]2[O:9]1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 54403987HCID 54403987, compound

Product 1

HCID 10592117HCID 10592117, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared from methyl 4,5-methylenedioxy-2-(3-nitrobenzoyl)phenylacetate (500 mg, 1.46 mmol), hydrazine hydrate (350 μL, 6.20 mmol), and acetic acid (50 μL) in ethanol (15 mL) as a yellow solid (30 mg, 0.092 mmol, 6%), mp: 251°-253° C. 1H NMR (CDCl3) 8.52 (s, 1H), 8.46 (s, 1H), 8.31 (d, J=8.2, 1H), 7.99 (d, J=8.2, 1H), 7.62 (t, J=8.2, 1H), 6.87 (s, 1H), 6.57 (s, 1H), 6.06 (s, 2H), 3.49 (s, 2H). Anal. Calcd. for C16H11N3O5 : C, 59.08; H, 3.41; N, 12.92. Found: C, 58.95; 11, 3.29; N, 12.15.

Sources & evidence

ORD record
ord-5f663f07076b4c4bb920ff872f3e6909
Source dataset
uspto-grants-1999_04
Patent number
US05891871

Reaction notes

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