Hydrochloric Acid → HCID 71477897, compound

HRID 527158Notes

Reaction equation

HRID 527158 reaction equation
Cl.O.[C:3]([O:8][C:9]1[CH:14]=[C:13]([CH:15]([CH3:17])[CH3:16])[CH:12]=[CH:11][C:10]=1[C:18]1([NH:32][C:33](=[O:37])[CH2:34][CH2:35][CH3:36])[C:26](=[O:27])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][C:24]=2[N+:28]([O-])=O)[C:19]1=[O:31])(=[O:7])[CH2:4][CH2:5][CH3:6]>C(O)C.[Fe]>[C:3]([O:8][C:9]1[CH:14]=[C:13]([CH:15]([CH3:16])[CH3:17])[CH:12]=[CH:11][C:10]=1[C:18]1([NH:32][C:33](=[O:37])[CH2:34][CH2:35][CH3:36])[C:26](=[O:27])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][C:24]=2[NH2:28])[C:19]1=[O:31])(=[O:7])[CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86717355HCID 86717355, compound

Product 1

HCID 71477897HCID 71477897, compoundYield 86.3%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

Iron powder (0.07 g, 1.3 mmol), conc. HCl (0.05 ml), and water (1 ml) were added in that order to a solution of 2-(2-butyramido-4-nitro-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-5-isopropylphenyl butyrate (90 mg, 0.18 mmol) in ethanol (5 ml). The reaction mixture was heated for 1 hrs under reflux. After filtration at high temperature, the filtrate was concentrated in a vacuum and purified using column chromatography (ethylacetate:hexane=1:4 to 1:2) to afford the title compound (70 mg, 83%).

Workup

  1. temperatureThe reaction mixture was heated for 1 hrs
  2. temperatureunder reflux
  3. filtrationAfter filtration at high temperature
  4. concentrationthe filtrate was concentrated in a vacuum
  5. custompurified

Sources & evidence

ORD record
ord-d5ec7a8934c64a1b8b4bbbd0125bdfec
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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