2-Methylpentane → HCID 18523588, compound

HRID 413288Notes

Reaction equation

HRID 413288 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[NH:12])[NH:10]O)=[CH:4][CH:3]=1.[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[C:14]#[CH:15].CCCC(C)C>CO.C1(OC2C=CC=CC=2)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[NH:12][C:14]([C:13]([O:17][CH2:18][CH3:19])=[O:16])=[CH:15][N:10]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 78922-MethylpentaneHCID 12182Ethyl propiolateHCID 178510810HCID 178510810, compound

Product 1

HCID 18523588HCID 18523588, compoundYield 7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7583Diphenyl EtherSolvent

Procedure

4-Chloro-N-hydroxy-benzeneethanimidamide (1.0 g) and ethyl propiolate (0.53 g) were dissolved in methanol (20 ml), heated under reflux for 20 hours and cooled to room temperature. The residue was dissolved in diphenylether, heated under reflux for 1 hour, cooled to room temperature and iso-hexane (300 ml) added. A solid was produced which was collected by filtration, triturated under ether and dried to give the product as a solid (0.1 g).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 20 hours
  3. temperatureheated
  4. temperatureunder reflux for 1 hour
  5. temperaturecooled to room temperature
  6. customA solid was produced which
  7. filtrationwas collected by filtration
  8. customtriturated under ether
  9. customdried

Sources & evidence

ORD record
ord-3ac93fbd5df84e9e868953cde9da6e1a
Source dataset
uspto-grants-2003_05
Patent number
US06566376B1

Reaction notes

Loading…