Ethyl isocyanate → HCID 15171499, compound

HRID 728126Notes

Reaction equation

HRID 728126 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[OH:20])[CH2:5][C:6]1[N:10]2[CH:11]=[CH:12][C:13]([CH3:15])=[CH:14][C:9]2=[N:8][C:7]=1[CH3:16].[CH2:21]([N:23]=[C:24]=[O:25])[CH3:22]>C(O)C.O1CCCC1>[CH2:21]([NH:23][C:24](=[O:25])[NH:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[OH:20])[CH2:5][C:6]1[N:10]2[CH:11]=[CH:12][C:13]([CH3:15])=[CH:14][C:9]2=[N:8][C:7]=1[CH3:16])[CH3:22]

Participants

5

Reactant 2

HCID 8022Ethyl isocyanateHCID 15171488HCID 15171488, compound

Product 1

HCID 15171499HCID 15171499, compoundYield 94.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-(3-amino-4-hydroxybenzyl)-2,7-dimethylimidazo[1,2-a]pyridine (3.1 g) and ethyl isocyanate (1.24 g) in ethanol (50 ml) and tetrahydrofuran (50 ml) was refluxed for 2.5 hours under stirring. The reaction mixture was concentrated in vacuo and the precipitate was collected by filtration to give 3-[3-(3-ethylureido)-4-hydroxybenzyl]-2,7-dimethylimidazo[1,2-a]pyridine (3.7 g).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-8fec09af7b1a4b7390f7525f4c08e6df
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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