Sodium Bicarbonate → HCID 21460702, compound

HRID 2396380Notes

Reaction equation

HRID 2396380 reaction equation
[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8](=[O:27])[CH2:9][NH:10][C:11]2[C:19]3[C:14](=[CH:15][C:16]([Cl:21])=[CH:17][C:18]=3[Cl:20])[NH:13][C:12]=2[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:6][CH:5]=1)([O-])=O.O.[Sn](Cl)Cl.C(OCC)(=O)C.O.C(=O)([O-])O.[Na+]>C(O)C>[NH2:1][C:4]1[CH:29]=[CH:28][C:7]([C:8](=[O:27])[CH2:9][NH:10][C:11]2[C:19]3[C:14](=[CH:15][C:16]([Cl:21])=[CH:17][C:18]=3[Cl:20])[NH:13][C:12]=2[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 21460738HCID 21460738, compoundHCID 22728543Water ethylacetateHCID 43835034Tin dichloride dihydrate

Product 1

HCID 21460702HCID 21460702, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

Dissolve 3-[(4-nitrophenacyl)amino]-2-carbethoxy-4,6-dichloroindole (0.5 g,1.184 mmol) in ethanol (20 mL) and add tin (II) chloride monohydrate (1.60 g, 7.1 mmol). Heat to 70° C. overnight. Pour into ethyl acetate/water (200 mL) and add solid sodium hydrogen carbonate to obtain pH 7. Filter and evaporate the solvent in vacuo to give the title compoundas a pale yellow oil (0.477, 100%).

Workup

  1. customto obtain pH 7
  2. filtrationFilter
  3. customevaporate the solvent in vacuo
  4. customto give the title compoundas a pale yellow oil (0.477, 100%)

Sources & evidence

ORD record
ord-4573afdda0d74f369915efb88ed9be73
Source dataset
uspto-grants-1996_02
Patent number
US05491153

Reaction notes

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