R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Base Information

Chemical Name:R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one
CAS No.:1221485-95-5
Molecular Formula:C₂₄H₂₄N₂O₄
Molecular Weight:404.466
Hs Code.:

Synonyms:R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

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Chemical Property of R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

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Technology Process of R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

There total 7 articles about R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one 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: 77.0%

: 1221485-94-4
S-2-(2-aminophenylamino)-8-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

: 1221485-95-5
R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Guidance literature:: With toluene-4-sulfonic acid; In methanol; water; at 50 ℃; for 6h;
DOI:10.1021/jm300327h

Reference yield:

: 1221486-58-3
2-chloro-8-hydroxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

: 1221485-95-5
R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere

2: palladium diacetate; sodium t-butanolate; XPhos / toluene; tert-butyl alcohol / 2 h / 90 °C / Inert atmosphere

3: toluene-4-sulfonic acid / methanol; water / 6 h / 50 °C

With palladium diacetate; potassium carbonate; toluene-4-sulfonic acid; sodium t-butanolate; XPhos; In methanol; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2: Buchwald-Hartwig reaction;
DOI:10.1021/jm300327h

Reference yield:

: 6245-57-4
4-methoxy-2-methylbenzoic acid

: 1221485-95-5
R-2-(2-aminophenylamino)-8-(2,3-dihydroxypropoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chlorobenzene / 1.5 h / 70 °C

2.1: triphenylphosphine / acetone / 5.25 h / 20 °C / Reflux

2.2: 0.5 h

2.3: 6 h / Reflux

3.1: palladium on activated charcoal; hydrogen / methanol; ethyl acetate; acetonitrile / 3.5 h / 20 °C

4.1: thionyl chloride / dichloromethane / 2 h / Reflux; Inert atmosphere

4.2: 1.5 h / 20 °C

5.1: hydrogen bromide; acetic acid / water / 0.75 h / Reflux

6.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere

7.1: palladium diacetate; sodium t-butanolate; XPhos / toluene; tert-butyl alcohol / 2 h / 90 °C / Inert atmosphere

8.1: toluene-4-sulfonic acid / methanol; water / 6 h / 50 °C

With N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; hydrogen bromide; hydrogen; palladium diacetate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triphenylphosphine; sodium t-butanolate; XPhos; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; chlorobenzene; acetone; toluene; acetonitrile; tert-butyl alcohol; 7.1: Buchwald-Hartwig reaction;
DOI:10.1021/jm300327h