Methanimidic acid, N-phenyl-, ethyl ester → HCID 178482101, compound

HRID 358258

Reaction equation

HRID 358258 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][NH:11][CH:12]=2)=[CH:4][CH:3]=1.[C:13]1([N:19]=[CH:20]OCC)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CC(C)=O>[C:13]1([NH:19][CH:20]=[N:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]3[N:9]=[CH:10][NH:11][CH:12]=3)=[CH:6][CH:7]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 111236Methanimidic acid, N-phenyl-, ethyl esterHCID 178507418HCID 178507418, compound

Product 1

HCID 178482101HCID 178482101, compoundYield 56.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Five grams of 4-(4-aminophenyl)-1-H-imidazole were added to a solution of 4.6 gm of ethyl N-phenyl-formimidate [Org. Synth., 35, 65 (1965)] in 25 ml of acetone. After stirring for four hours at room temperature, the solid that separated was filtered and dried under vacuum. The product was treated with acetone and acidified with glacial acetic acid. N-Phenyl-N'-[4-(imidazol-4-yl]-formamidine crystallized as acetate salt which was filtered to give 4.6 gm of the desired product.

Workup

  1. customthe solid that separated
  2. filtrationwas filtered
  3. customdried under vacuum
  4. additionThe product was treated with acetone
  5. customN-Phenyl-N'-[4-(imidazol-4-yl]-formamidine crystallized as acetate salt which
  6. filtrationwas filtered

Sources & evidence

ORD record
ord-699e0aeb59e647b5813b7ec3e468f229
Source dataset
uspto-grants-1984_08
Patent number
US04465841

Linked notes

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