Diphenyl Ether → HCID 24953718, compound

HRID 1914602Notes

Reaction equation

HRID 1914602 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][C:11]1[N:16]=[CH:15][C:14]([NH:17][CH:18]=[C:19]([C:25](OCC)=[O:26])[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:13][CH:12]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>ClCCl>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[NH:10][C:11]1[N:16]=[C:15]2[C:14](=[CH:13][CH:12]=1)[NH:17][CH:18]=[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:25]2=[O:26]

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 59293372HCID 59293372, compound

Product 1

HCID 24953718HCID 24953718, compoundYield 52.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of diethyl 2-((6-(2,3-dihydro-1H-inden-2-ylamino)pyridin-3-ylamino)methylene)malonate (1.3 g) in dichloromethane (10 ml) was added very carefully into pre-heated (230° C.) diphenyl ether (20 ml) with stiffing and heating was continued with stiffing for another 20 min after addition had been completed. This was then allowed to cool to room temperature, petroleum ether (200 ml) was added, and the solid which separated was filtered off dried to give the crude product (600 mg), which was on-reacted without further characterization other than ascertaining that the compound was one spot by tlc with the expected molecular weight (M+1) of 350.

Workup

  1. temperatureheating
  2. additionafter addition
  3. customthe solid which separated
  4. filtrationwas filtered off
  5. customdried

Sources & evidence

ORD record
ord-147a2a5e644b49bdad8786fbc5cc1354
Source dataset
uspto-grants-2013_12
Patent number
US08614212B2

Reaction notes

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