Urea → HCID 20379521, compound

HRID 2051680Notes

Reaction equation

HRID 2051680 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]2[C:10]([NH2:15])=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:2]=1.N[C:17](N)=[O:18]>ClC(Cl)Cl.CO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[NH:15][C:17]2=[O:18])[CH:2]=1

Participants

5

Reactant 2

HCID 1176UreaHCID 22184587N1-(3-Pyridinylmethyl)-1,2-benzenediamine

Product 1

HCID 20379521HCID 20379521, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

A mixture of 25 parts of N-(3-pyridinylmethyl)-1,2-benzenediamine and 11 parts of urea is melted together to 180°-190° C. and the melt is stirred for 30 minutes at this temperature. The reaction mixture is cooled and dissolved in a mixture of trichloromethane and methanol. The solvent is evaporated and the residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 24 parts (86%) of 1,3-dihydro-1-(3-pyridinylmethyl)-2H-benzimidazol-2-one; mp. 160.5° C.

Workup

  1. customis melted together to 180°-190° C.
  2. temperatureThe reaction mixture is cooled
  3. customThe solvent is evaporated
  4. customthe residue is crystallized from 4-methyl-2-pentanone
  5. filtrationThe product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-8b79b2388a694073b45f3af3e5083eea
Source dataset
uspto-grants-1980_01
Patent number
US04181802

Reaction notes

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