4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

Base Information

Chemical Name:4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide
CAS No.:173952-05-1
Molecular Formula:C₂₇H₂₂ClN₅O₄
Molecular Weight:515.956
Hs Code.:

Synonyms:4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

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Chemical Property of 4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

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Technology Process of 4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

There total 10 articles about 4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide 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: 86.0%

: 173952-04-0
4-[(2-Hydroxymethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

: 173952-05-1
4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

Guidance literature:: With thionyl chloride; In dichloromethane; for 1h;
DOI:10.1021/jm950645n

Reference yield:

: 2941-78-8
2-Amino-5-methylbenzoic acid

: 173952-05-1
4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / sodium methoxide / methanol / a) 30 min, b) 80 deg C, 2 h

2: 89 percent / dimethylformamide / 3 h / 80 °C

3: 64 percent / N-bromosuccinimide, benzoyl peroxide, cyclohexene oxide / CCl₄ / 2 h / Heating

4: 78 percent / CaCO₃ / dimethylformamide / 18 h / 80 °C

5: 74 percent / 1 N aq. NaOH / methanol / 4 h

6: 86 percent / SOCl₂ / CH₂Cl₂ / 1 h

With sodium hydroxide; N-Bromosuccinimide; thionyl chloride; Perbenzoic acid; sodium methylate; cyclohexane-1,2-epoxide; calcium carbonate; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950645n

Reference yield:

: 7409-18-9
3-nitrobenzylamine

: 173952-05-1
4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: diphenyl phosphorazidate, triethylamine / dimethylformamide / 16 h

2: 78 percent / CaCO₃ / dimethylformamide / 18 h / 80 °C

3: 74 percent / 1 N aq. NaOH / methanol / 4 h

4: 86 percent / SOCl₂ / CH₂Cl₂ / 1 h

With sodium hydroxide; thionyl chloride; diphenyl phosphoryl azide; triethylamine; calcium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950645n