Water → HCID 67402838, compound

HRID 908893Notes

Reaction equation

HRID 908893 reaction equation
[CH:1]1([N:7]2[C:15]3[C:10](=[CH:11][C:12]([N+:16]([O-])=O)=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:19]2[CH:24]=[CH:23][C:22](C)=[CH:21][CH:20]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.C([O-])(O)=O.[Na+]>C(O)C>[NH2:16][C:12]1[CH:11]=[C:10]2[C:15](=[CH:14][CH:13]=1)[N:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[C:8]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[CH:9]2

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 67400837HCID 67400837, compound

Product 1

HCID 67402838HCID 67402838, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 1-cyclohexyl-2-(4-methylphenyl)-5-nitro-1H-indole (45 mg; 0.13 mmol) in absolute ethanol (5 ml) was added stannous chloride dihydrate (152 mg; 0.67 mmol) and the mixture was left under stirring at 70° C. for 18 hours. The reaction mixture was cooled to room temperature and then poured into H2O and ice (20 ml), NaHCO3 (saturated solution) was added to pH 8 and the mixture was left under stirring for 20 minutes.

Workup

  1. waitthe mixture was left
  2. temperatureThe reaction mixture was cooled to room temperature
  3. additionwas added to pH 8
  4. waitthe mixture was left
  5. stirringunder stirring for 20 minutes

Sources & evidence

ORD record
ord-edea8ccd99e340d18cbd0d5737133dcb
Source dataset
uspto-grants-2011_09
Patent number
US08017644B2

Reaction notes

Loading…