تفاعل #432388

معادلة التفاعل

amine

2-(2-aminoethyl)-2,5,7,8-tetramethyl-6-hydroxy-3,4-dihydro-2H-benzo[1,2-b]pyran

4-guanidinobenzoic acid hydrochloride

Dicyclohexylcarbodiimide

→

title compound

المردود 15.3%

N-[2-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-benzo[1,2-b]pyran-2-yl)ethyl]-4-guanidinobenzamide hydrochloride

المردود 15.3%

المذيبات

pyridine

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe reaction solution was filtered
2. 2
   أخرىThe filtrate was evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in methanol (10 ml)
4. 4
   workup.ADDITION1N hydrochloric acid (6 ml) was added to the solution
5. 5
   أخرىThe solution was evaporated
6. 6
   أخرىThe residue was purified by column chromatography on silica gel (methylene chloride: methanol=10:1)

الإجراء التجريبي

The amine (prepared in reference example 3, 1.0 g) and 4-guanidinobenzoic acid hydrochloride (0.95 g) were dissolved in the mixture of pyridine (5 ml) and dimethylformamide (5 ml). Dicyclohexylcarbodiimide (0.91 g) was added to the solution. The mixture was stirred for 2.5 days. The reaction solution was filtered. The filtrate was evaporated. The residue was dissolved in methanol (10 ml), and 1N hydrochloric acid (6 ml) was added to the solution. The solution was evaporated. The residue was purified by column chromatography on silica gel (methylene chloride: methanol=10:1) to give the title compound (275 mg) having the following physical data.

المصدر