Diethyl Ether → 2-Thiophenecarboxylic acid, 5-(aminomethyl)-, 6-(aminoiminomethyl)-2-naphthalenyl ester, dihydrobromide

HRID 1284601Notes

Reaction equation

HRID 1284601 reaction equation
CS(O)(=O)=O.C(OC([NH:16][CH2:17][C:18]1[S:22][C:21]([C:23]([O:25][C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[C:31]([C:36](=[NH:38])[NH2:37])[CH:32]=3)[CH:27]=2)=[O:24])=[CH:20][CH:19]=1)=O)C1C=CC=CC=1.C(OCC)C.[BrH:44].C(O)(=O)C>>[BrH:44].[BrH:44].[NH2:16][CH2:17][C:18]1[S:22][C:21]([C:23]([O:25][C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[C:31]([C:36](=[NH:37])[NH2:38])[CH:32]=3)[CH:27]=2)=[O:24])=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 13364005HCID 13364005, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 133640072-Thiophenecarboxylic acid, 5-(aminomethyl)-, 6-(aminoiminomethyl)-2-naphthalenyl ester, dihydrobromide

Procedure

In 20 ml of a 30% HBr/acetic acid solution, was dissolved 1.0 g of 6-amidino-2-naphthyl 5-benzyloxycarbonylaminomethyl-thiophene-2-carboxylate methanesulfonate. The solution was stirred for 30 minutes at room temperature. Ethyl ether was added to the resulting solution. The precipitate was collected by filtration and recrystallized from a mixture of methanol and ethyl ether to obtain 800 mg of 6-amidino-2-naphthyl 5-aminomethyl-thiophene-2-carboxylate dihydrobromide.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customrecrystallized from a mixture of methanol and ethyl ether

Sources & evidence

ORD record
ord-9457c542c8c64eb1a066c0cc26c1fdaf
Source dataset
uspto-grants-1986_01
Patent number
US04563527

Reaction notes

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