2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → HCID 20381764, compound

HRID 1448050Notes

Reaction equation

HRID 1448050 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[O:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6]=1[C:14](O)=[O:15].CCOC1N(C(OCC)=O)C2C(=CC=CC=2)C=C1>C1COCC1>[CH:12]1[CH:11]=[CH:10][CH:9]=[C:8]2[NH:7][C:6]3[C:14](=[O:15])[NH:1][C:2]4[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=4[O:4][C:5]=3[C:13]=12

Participants

4

Reactant 2

HCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 20381778HCID 20381778, compound

Product 1

HCID 20381764HCID 20381764, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1.5 g of 3-[o-aminophenoxy]-indole-2-carboxylic acid in 50 ml of THF was treated with 1.48 g of EEDQ and the clear solution left 18 hours at ambient temperature. The THF was removed by distillation, and the residue was rubbed with 2 N HCl to give a yellow solid. Recrystallization from ethanol gave analytical material, mp. 233°-4°.

Workup

  1. customThe THF was removed by distillation
  2. customto give a yellow solid
  3. customRecrystallization from ethanol
  4. customgave analytical material, mp. 233°-4°

Sources & evidence

ORD record
ord-9a2b797096c24817a5aff6cbb9dd1ef0
Source dataset
uspto-grants-1979_12
Patent number
US04179513

Reaction notes

Loading…