Sodium ethoxide → HCID 178521195, compound

HRID 1391028Notes

Reaction equation

HRID 1391028 reaction equation
[Cl:1][C:2]1[N:3]([CH2:8][C:9]([O:11]C)=O)[C:4]([Cl:7])=[CH:5][CH:6]=1.I.[NH2:14][C:15]1[NH:16][CH2:17][CH2:18][N:19]=1.[O-]CC.[Na+]>C(O)C>[Cl:7][C:4]1[N:3]([CH2:8][C:9]([N:14]=[C:15]2[NH:19][CH2:18][CH2:17][NH:16]2)=[O:11])[C:2]([Cl:1])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 2723922Sodium ethoxideHCID 12413796HCID 12413796, compoundHCID 23453203HCID 23453203, compound

Product 1

HCID 178521195HCID 178521195, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl (2,5-dichloro-1H-pyrrol-1-yl)acetate (2.08 g.) was added to a solution of 2-aminoimidazoline hydroiodide (3.2 g.) and sodium ethoxide (from 0.35 g. of sodium) in ethanol (10 cm3). The solution was stirred at room temperature for 3 hr. and the precipitated title product collected by filtration (1.9 g.) m.p. 225°-227° C. The base was suspended in ethanol (25 cm3) and acidified with ethanolic hydrogen chloride to give the hydrochloride of the title compound (1.9 g.) m.p. 225° C.(d).

Workup

  1. customand the precipitated title product
  2. filtrationcollected by filtration (1.9 g.) m.p. 225°-227° C

Sources & evidence

ORD record
ord-2296bccd0e1a4531b309afff56aa05de
Source dataset
uspto-grants-1979_02
Patent number
US04140793

Reaction notes

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