1,1'-Thiocarbonyldiimidazole → HCID 13771336, compound

HRID 1032557Notes

Reaction equation

HRID 1032557 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].C1N=CN([C:21](N2C=NC=C2)=[S:22])C=1>O1CCCC1>[CH3:10][O:9][C:6]1[C:7]2[NH:8][C:21](=[S:22])[NH:1][C:2]=2[C:3]([CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 13771317HCID 13771317, compound

Product 1

HCID 13771336HCID 13771336, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

500 mg of N-[2-(2,3-diamino-4-methoxyphenyl)ethyl]-N,N-dimethylamine is heated for 3 hours under reflux with 50 ml of tetrahydrofuran and 430 mg of N,N'-thiocarbonyldiimidazole. After concentration, the residue is combined with water. The precipitate is recrystallized from ethanol, thus obtaining 470 mg of 7-methoxy-4-[2-(N,N-dimethylamino)ethyl]-2,3-dihydro-2-benzimidazolethione, mp 213°-216° C.

Workup

  1. concentrationAfter concentration
  2. customThe precipitate is recrystallized from ethanol

Sources & evidence

ORD record
ord-a8295a8aae0444afa1fd1c3312d6e629
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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