N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

Base Information

Chemical Name:N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide
CAS No.:785818-22-6
Molecular Formula:C₂₁H₂₀N₄O₂S
Molecular Weight:392.481
Hs Code.:

Synonyms:N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

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Chemical Property of N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

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Technology Process of N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

There total 6 articles about N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 108-98-5
thiophenol

: N-(8-bromomethyl-6-cyano-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,2-dimethyl-propionamide

: 785818-22-6
N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

Guidance literature:: thiophenol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.25h;

N-(8-bromomethyl-6-cyano-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,2-dimethyl-propionamide; In tetrahydrofuran; hexane; at 20 ℃; for 3h;
DOI:10.1002/hlca.200490122

Reference yield:

: 22223-49-0
methyl 2-amino-3-methylbenzoate

: 785818-22-6
N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / Br₂ / acetic acid / 0.5 h / 20 °C

2.1: 90 percent / dimethyl sulfone / 150 °C

3.1: 76 percent / Et₃N / N,N-dimethyl-acetamide / 3 h / 100 °C

4.1: 56 percent / dimethylformamide / 20 h / Heating

5.1: NBS; AIBN / CCl₄ / 6 h / Heating

6.1: BuLi / hexane; tetrahydrofuran / 0.25 h / 0 - 20 °C

6.2: 690 mg / hexane; tetrahydrofuran / 3 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); dimethylsulfone; bromine; triethylamine; In tetrahydrofuran; tetrachloromethane; hexane; N,N-dimethyl acetamide; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490122

Reference yield:

: 206548-14-3
2-Amino-5-bromo-3-methyl-benzoic acid methyl ester

: 785818-22-6
N-{6-cyano-3,4-dihydro-4-oxo-8-[(phenylsulfanyl)methyl]quinazolin-2-yl}-2,2-dimethylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / dimethyl sulfone / 150 °C

2.1: 76 percent / Et₃N / N,N-dimethyl-acetamide / 3 h / 100 °C

3.1: 56 percent / dimethylformamide / 20 h / Heating

4.1: NBS; AIBN / CCl₄ / 6 h / Heating

5.1: BuLi / hexane; tetrahydrofuran / 0.25 h / 0 - 20 °C

5.2: 690 mg / hexane; tetrahydrofuran / 3 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); dimethylsulfone; triethylamine; In tetrahydrofuran; tetrachloromethane; hexane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490122