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

HRID 1833398Notes

Reaction equation

HRID 1833398 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 1.5g of 3-[o-aminophenoxy]-indole-2-carboxylic acid in 50ml of THF was treated with 1.48g of EEDQ and the clear solution left 18 hours at ambient temperature. The THF was removed by distillation, and the residue was rubbed with 2N 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-8c1f1e37038e4417a7ad991090c962ed
Source dataset
uspto-grants-1978_01
Patent number
US04066660

Reaction notes

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