Tetrahydrofuran → HCID 13506617, compound

HRID 1032556Notes

Reaction equation

HRID 1032556 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]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16].[O:20]1CCC[CH2:21]1>>[CH3:10][O:9][C:6]1[C:7]2[NH:8][C:21](=[O:20])[NH:1][C:2]=2[C:3]([CH2:11][CH2:12][N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 22165991HCID 22165991, compound

Product 1

HCID 13506617HCID 13506617, compound

Procedure

530 mg of N-[2-(2,3-diamino-4-methoxyphenyl)ethyl]-N,N-dipropylamine is heated under reflux for one hour with 30 ml of tetrahydrofuran and 500 mg of N,N'-carbonyldiimidazole. After concentration, the residue is combined with methanol and water, again concentrated, and dried over phosphorus pentoxide, yielding 530 mg of 7-methoxy-4-[2-(N,N-dipropylamino)ethyl]-2,3-dihydro-2-benzimidazolone, mp 35° C.

Workup

  1. concentrationAfter concentration
  2. concentrationagain concentrated
  3. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-f9df0c6119e94182b93cb685f25ab6e2
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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