Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) → HCID 9905619, compound

HRID 1595465Notes

Reaction equation

HRID 1595465 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH2:10][C:9](=O)[C:8]=2[CH:13]=1)([O-:3])=[O:2].Cl.[NH:15]([C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19]([OH:21])=[O:20])N>N1C=CC=CC=1>[OH2:2].[OH2:20].[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]3[C:25]4[C:17](=[C:18]([C:19]([OH:21])=[O:20])[CH:22]=[CH:23][CH:24]=4)[NH:15][C:9]=3[C:8]=2[CH:13]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 104169Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1)HCID 3079465-Nitro-3-Benzofuranone

Product 1

HCID 9905619HCID 9905619, compoundYield 172.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-Nitro-3(2H)-benzofuranone (0.500 g, 2.79 mmol)[Tobias, P. et al. J. Amer. Chem. Soc., 1969, 91 (18), 5171-5173] and 2-hydrazinobenzoic acid hydrochloride (0.526 g, 2.79 mmol) were combined in pyridine (10 mL) and stirred overnight at ambient temperature. The mixture was vacuum filtered and dried in vacuo to afford 0.800 g (86%) of title compound as a yellow solid: mp 210° C.(dec) which was used without purification.

Workup

  1. filtrationfiltered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-6725016b85d4463e975ec84904f8655d
Source dataset
uspto-grants-2001_09
Patent number
US06288099B1

Reaction notes

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