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

HRID 1936830Notes

Reaction equation

HRID 1936830 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-3589a409837b4df38e3bef09daec8a3a
Source dataset
uspto-grants-2002_05
Patent number
US06391902B1

Reaction notes

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