Ethyl butyrimidate hydrochloride → HCID 178439945, compound

HRID 1448092Notes

Reaction equation

HRID 1448092 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[CH:6][C:7]=1[NH2:8].Cl.[C:12](=N)(OCC)[CH2:13][CH2:14][CH3:15]>C(O)C>[CH2:13]([C:12]1[NH:8][C:7]2[CH:6]=[CH:5][C:4]([CH2:9][OH:10])=[CH:3][C:2]=2[N:1]=1)[CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 12235055Ethyl butyrimidate hydrochlorideHCID 12902832(3,4-Diaminophenyl)methanol

Product 1

HCID 178439945HCID 178439945, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6.9 parts of 3,4-diaminobenzenemethanol, 8.3 parts of ethyl butanimidate hydrochloride and 80 parts of ethanol is stirred first for 2 hours at room temperature and further for 2 hours at reflux. The reaction mixture is evaporated and the residue is stirred in water. The whole is alkalized with ammonium hydroxide and the product is extracted with 4-methyl-2-pentanone. The extract is dried, filtered and evaporated, yielding 6.2 parts of 2-propyl-1H-benzimidazole-5-methanol as a residue.

Workup

  1. temperatureat reflux
  2. customThe reaction mixture is evaporated
  3. stirringthe residue is stirred in water
  4. extractionthe product is extracted with 4-methyl-2-pentanone
  5. customThe extract is dried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-99bb421f2d4349da825f333dc87e3ea6
Source dataset
uspto-grants-1979_12
Patent number
US04179505

Reaction notes

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