Water → 5,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-One

HRID 1643921Notes

Reaction equation

HRID 1643921 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[NH2:10].O.C1C[O:15][CH2:14]C1>>[Cl:8][C:6]1[C:5]([Cl:9])=[CH:4][C:3]2[NH:10][C:14](=[O:15])[NH:1][C:2]=2[CH:7]=1

Participants

4

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 792974,5-Dichloro-1,2-phenylenediamine

Product 1

HCID 98991485,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-One

Procedure

5.49 g (33.9 mmol) of 1,1″-carbonyldiimidazole were added in portions to a stirred solution of 5.00 g (28.2 mmol) of 1,2-diamino-4,5-dichlorobenzene in THF (100 ml) at room temperature. The reaction solution was then stirred at room temperature overnight. The reaction mixture was mixed with water (60 ml) and cooled in an ice bath. The precipitate which separated out was filtered, washed with water and dried in vacuo.

Workup

  1. temperaturecooled in an ice bath
  2. customThe precipitate which separated out
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-2d1694da79154f06b0b8b608c6fc229d
Source dataset
uspto-grants-2012_02
Patent number
US08119676B2

Reaction notes

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