HCID 23092676, compound → HCID 23092659, compound

HRID 2235363Notes

Reaction equation

HRID 2235363 reaction equation
[CH2:1]([C:3]1([CH2:21][CH3:22])[C:11]2[C:6](=[CH:7][C:8]([N+:16]([O-:18])=[O:17])=[C:9]([NH:12]C(=O)C)[CH:10]=2)[N:5]([CH3:19])[C:4]1=[O:20])[CH3:2]>CC(O)C.Cl.O>[NH2:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[N+:16]([O-:18])=[O:17])[N:5]([CH3:19])[C:4](=[O:20])[C:3]2([CH2:21][CH3:22])[CH2:1][CH3:2]

Participants

5

Reactant 1

HCID 23092676HCID 23092676, compound

Product 1

HCID 23092659HCID 23092659, compoundYield 94.1%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of N-(3,3-diethyl-1-methyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (1,38 g) in 2-propanol (5 ml) and hydrochloric acid (6 N; 20 ml) is stirred at 100° C. for 2 h. After cooling the mixture is diluted with water and extracted with CH2Cl2. The organic layer is washed with brine, dried over MgSO4 and concentrated in vacuo to give the desired compound (1.12 g).

Workup

  1. temperatureAfter cooling the mixture
  2. extractionextracted with CH2Cl2
  3. washThe organic layer is washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-126a2562acd7495db3b406549f37e152
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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