2-(Ethoxymethylene)propanedinitrile → HCID 178505471, compound

HRID 1822790Notes

Reaction equation

HRID 1822790 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[CH2:10](OC=C(C#N)C#N)C>C(O)(C)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:8][CH:10]=[N:9][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 671522-(Ethoxymethylene)propanedinitrileHCID 1645844-Fluorobenzene-1,2-diamine

Product 1

HCID 178505471HCID 178505471, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 4-fluoro-1,2-phenylenediamine (2.0 g) and ethoxymethylenemalononitrile (2.9 g) in isopropanol (80 mL) was heated to reflux overnight. The volatiles were removed in vacuo to yield 5-fluoro-1H-benzimidazole (1.8 g). ESI-MS (m/z) 137 [M+H]+.

Workup

  1. temperatureto reflux overnight
  2. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-76668b795070455db6c49f3c41266b69
Source dataset
uspto-grants-2006_05
Patent number
US07037916B2

Reaction notes

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