(2-Nitrophenyl)hydrazine → HCID 178517309, compound

HRID 878791

Reaction equation

HRID 878791 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][S:8]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[C:14]2=O)(=[O:10])=[O:9].[N+:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH:31][NH2:32])([O-:24])=[O:23]>Cl.C(O)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][S:8]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[C:14]2=[N:32][NH:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[N+:22]([O-:24])=[O:23])(=[O:10])=[O:9]

Participants

5

Reactant 2

HCID 3314739(2-Nitrophenyl)hydrazineHCID 597630312,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonic acid (furan-2-ylmethyl)amide

Product 1

HCID 178517309HCID 178517309, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of rpm161 (0.040 g, 0.114 mmol) 2-nitrophenylhydrazine (0.021 g, 0.126 mmol, 1.1 eq) and HCl (aq 4 M, 2 drops) in ethanol (3 mL) was heated in the CEM microwave at 120° C. for 15 min. After cooling to room temperature, pure product rpm168 was collected as an orange precipitate by filtration and dried in vacuo. The pure compound rpm168 was obtained without further purification (0.048 g, 0.099 mmol, 86%). MS (API-ES): m/z 459 (M+NH4)+; HRMS (API-ES) m/z Found: 459.1082 (M+NH4)+.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationwas collected as an orange precipitate by filtration
  3. customdried in vacuo
  4. customwas obtained without further purification (0.048 g, 0.099 mmol, 86%)

Sources & evidence

ORD record
ord-3013d6af1a784f6da467cae0cdc17c3c
Source dataset
uspto-grants-2015_03
Patent number
US08987474B2

Linked notes

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