1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

Base Information

Chemical Name:1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione
CAS No.:131637-39-3
Molecular Formula:C₃₀H₂₆ClN₇O₂S
Molecular Weight:584.101
Hs Code.:

Synonyms:1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

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Chemical Property of 1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

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Technology Process of 1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

There total 5 articles about 1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione 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: 52.0%

: 67860-41-7
4-(2-chlorophenyl)2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine

: 131637-18-8
3-(2-Dimethylamino-ethyl)-1-prop-2-ynyl-1H-quinazoline-2,4-dione

: 131637-39-3
1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

Guidance literature:: With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; for 72h; Ambient temperature;
DOI:10.1021/jm00107a048

Reference yield:

: 67860-46-2
5-(2-chlorophenyl)-2-hydrazino-7-iodo-3H-thieno<2,3-e><1,4>diazepine

: 131637-39-3
1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 74.5 percent / p-TSA / ethyl acetate / 0.5 h / Heating

2: 52 percent / PPh₃, CuI, Et₃N, palladium acetate / dimethylformamide / 72 h / Ambient temperature

With copper(l) iodide; palladium diacetate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00107a048

Reference yield:

: 36811-58-2
5-(2-chlorophenyl)-1,3-dihydro-2H-thieno[2,3-e][4,1]diazepin-2-one

: 131637-39-3
1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3-(2-dimethylamino-ethyl)-1H-quinazoline-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / iodine monochloride, sodium acetate / acetic acid; methanol / 0.25 h / Ambient temperature

2: 89 percent / P₂S₅, NaHCO₃ / bis-(2-methoxy-ethyl) ether / 2 h / 70 - 80 °C

3: hydrazine / tetrahydrofuran / 0.5 h / Ambient temperature

4: 74.5 percent / p-TSA / ethyl acetate / 0.5 h / Heating

5: 52 percent / PPh₃, CuI, Et₃N, palladium acetate / dimethylformamide / 72 h / Ambient temperature

With copper(l) iodide; tetraphosphorus decasulfide; sodium acetate; palladium diacetate; Iodine monochloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; hydrazine; In tetrahydrofuran; methanol; diethylene glycol dimethyl ether; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00107a048