Tetrahydrofuran → HCID 13771339, compound

HRID 1032555Notes

Reaction equation

HRID 1032555 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([O:9][CH3:10])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][N:13]([CH3:15])[CH3:14].[O:16]1CCC[CH2:17]1>>[CH3:10][O:9][C:6]1[C:7]2[NH:8][C:17](=[O:16])[NH:1][C:2]=2[C:3]([CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 13771317HCID 13771317, compound

Product 1

HCID 13771339HCID 13771339, compound

Procedure

500 mg of N-[2-(2,3-diamino-4-methoxyphenyl)ethyl]-N,N-dimethylamine is heated under reflux for 3 hours with 40 ml of tetrahydrofuran and 500 mg of N,N'-carbonyldiimidazole. After concentration, the residue is combined with methanol and water. The mixture is again concentrated and dried over phosphorus pentoxide, thus obtaining 410 mg of 7-methoxy-4-[2-(N,N-dimethylamino)ethyl]-2,3-dihydro-2-benzimidazolone, mp 197°-199° C.

Workup

  1. concentrationAfter concentration
  2. concentrationThe mixture is again concentrated
  3. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-4ab89ecf2fd040018cbc31c2307cd51c
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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