7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE synthesis
- Product Name:7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
- CAS Number:66491-03-0
- Molecular formula:C9H10N2O
- Molecular Weight:162.19
22245-96-1
66491-03-0
General procedure for the synthesis of 7-amino-3,4-dihydroisoquinolin-1(2H)-one from 7-nitro-3,4-dihydroisoquinolin-1(2H)-one: 7-nitro-3,4-dihydroisoquinolin-1(2H)-one (700 mg, 3.6 mmol) was dissolved in methanol (25 mL), and 10% palladium/carbon catalyst (catalytic amount) was added. The reaction was stirred under hydrogen (60 psi) atmosphere for 1 hour. Upon completion of the reaction, the mixture was filtered through diatomaceous earth to remove the catalyst and the filtrate was concentrated under vacuum to afford 7-amino-3,4-dihydroisoquinolin-1(2H)-one (500 mg, 86% yield). The product was characterized by 1H NMR (400 MHz, CD3OD): δ 2.81 (t, J = 6.59 Hz, 2H), 3.42 (t, J = 6.55 Hz, 2H), 6.84 (dd, J = 8.13,2.42 Hz, 1H), 7.02 (d, J = 7.91 Hz, 1H), 7.26 (d, J = 2.64 Hz, 1H ).
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66491-03-0
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Yield: 98.7%
Reaction Conditions:
with palladium on activated charcoal;hydrogen in methanol for 3 h;
Steps:
1.1.5 1.5.Preparation of 7-amino-3,4-dihydroisoquinoline-1(2H)-one
7-nitro-3,4-dihydro-isoquinoline -1 (2H) - one (1.88g, 9.8mmol) and Pd / C (190mg) was added to methanol (50 mL), the hydrogenation reaction for 3 hours,Filtration and concentration of the filtrate gave the title compound (1.57 g, yield 98.7%).
References:
Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.;Wang Tingzhong;Chen Bo;Zhu Peng;Liu Bin CN110294742, 2019, A Location in patent:Paragraph 0212; 0225-0227
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66491-03-0
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