Hydrochloric Acid → HCID 178468523, compound

HRID 1291000Notes

Reaction equation

HRID 1291000 reaction equation
[N:1]#[C:2][NH2:3].Cl.[NH2:5][C:6]1[CH:7]=[CH:8][C:9]2[O:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10]=2[CH:19]=1>C(O)C>[NH:5]([C:6]1[CH:7]=[CH:8][C:9]2[O:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10]=2[CH:19]=1)[C:2]([NH2:3])=[NH:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 9837138Ethyl 5-aminobenzofuran-2-carboxylate

Product 1

HCID 178468523HCID 178468523, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

Ethanol (30 ml) and cyanamide (298 mg, 7.09 mmol) were added to hydrochloride (856 mg, 3.54 mmol) of ethyl 5-amino-2-benzofurancarboxylate, and the mixture was stirred with heating at about 50° C. for 24 hours. Low boiling matters were distilled away from the reaction mixture under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol=100/3-3/1) to give 902 mg of ethyl 5-guanidino-2-benzofurancarboxylate as a colorless solid (90%).

Workup

  1. distillationwere distilled away from the reaction mixture under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (chloroform/methanol=100/3-3/1)

Sources & evidence

ORD record
ord-fb6221c13b054f8d93e1df8589fb8896
Source dataset
uspto-grants-1998_05
Patent number
US05753670

Reaction notes

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