Water → HCID 178433222, compound

HRID 428732

Reaction equation

HRID 428732 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[CH3:12][C:13]1[N:14]=[CH:15][NH:16][C:17]=1[CH:18]=O.O>N1CCCCC1.CC(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])/[C:5]/2=[CH:18]\[C:17]1[NH:16][CH:15]=[N:14][C:13]=1[CH3:12]

Participants

6

Reactant 3

HCID 962WaterHCID 6111935-Bromo-2-oxindole2×HCID 27958875-Methyl-1H-imidazole-4-carbaldehyde

Product 1

HCID 178433222HCID 178433222, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8082PiperidineSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 5-bromo-1,3-dihydro-2H-indol-2-one (0.3 g, 1.41 mmol) (Starting Material 6), and excess 4-methyl-5-imidazolecarboxaldehyde (0.25 g, 2.27 mmol) (Aldrich) in 1% piperidine in 2-propanol (6 mL) was heated at 90° C. for 4 h. Hot water (6 mL) was added. On cooling, the crystallized product was filtered off, washed with aqueous 2-propanol and dried. (Yield 0.44 g, 100%)

Workup

  1. temperatureOn cooling
  2. filtrationthe crystallized product was filtered off
  3. washwashed with aqueous 2-propanol
  4. customdried

Sources & evidence

ORD record
ord-aaf9cbd07db3496c87e20762bddfd593
Source dataset
uspto-grants-2001_11
Patent number
US06313310B1

Linked notes

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