(10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine

Base Information

Chemical Name:(10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine
CAS No.:588700-24-7
Molecular Formula:C₂₁H₁₉N₃
Molecular Weight:313.402
Hs Code.:

(10-methyl-2,3,4,10-tetrahydro-1<i>H</i>-4,10-diaza-cyclopenta[<i>a</i>]fluoren-5-ylidene)-phenyl-amine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine

Chemical Property:

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Technology Process of (10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine

There total 10 articles about (10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine 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%

: 588700-15-6
N-[2-[[2-(dimethylamino)phenyl]ethynyl]-1-cyclopentenyl]-N'-phenylcarbodiimide

: 588700-24-7,588700-27-0
(10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine

Guidance literature:: With phenyldimethylsilyl chloride; In chlorobenzene; at 132 ℃; for 3h;
DOI:10.1021/jo020760n

Reference yield:

: 698-02-2
N,N-dimethyl-o-iodoaniline

: 588700-24-7,588700-27-0
(10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / Et₃N; Pd(PPh₃)2Cl₂; CuI / dimethylformamide / 2 h / 20 °C

2: 98 percent / aq. NaOH / diethyl ether; methanol / 0.17 h / 20 °C

3: 91 percent / i-Pr₂NEt; Pd(PPh₃)2Cl₂; CuI / dimethylformamide / 2 h / 20 °C

4: 85 percent / aq. NaOH / tetrahydrofuran / 16 h / 70 °C

5: 87 percent / Et₃N; diphenyl phosphorazidate (DPPA) / benzene / 6 h / 20 °C

6: 76 percent / CH₂Cl₂ / 8 h / 20 °C

7: 50 percent / Et₃N; dibromotriphenylphosphorane / CH₂Cl₂ / 1 h / 20 °C

8: 86 percent / dimethylphenylsilyl chloride / chlorobenzene / 3 h / 132 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; diphenyl phosphoryl azide; triethylamine; N-ethyl-N,N-diisopropylamine; phenyldimethylsilyl chloride; dibromotriphenylphosphorane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; chlorobenzene; benzene;
DOI:10.1021/jo020760n

Reference yield:

: 122539-74-6
2-trifluoromethanesulfonyloxy-cyclopent-1-enecarboxylic acid ethyl ester

: 588700-24-7,588700-27-0
(10-methyl-2,3,4,10-tetrahydro-1H-4,10-diaza-cyclopenta[a]fluoren-5-ylidene)-phenyl-amine

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / i-Pr₂NEt; Pd(PPh₃)2Cl₂; CuI / dimethylformamide / 2 h / 20 °C

2: 85 percent / aq. NaOH / tetrahydrofuran / 16 h / 70 °C

3: 87 percent / Et₃N; diphenyl phosphorazidate (DPPA) / benzene / 6 h / 20 °C

4: 76 percent / CH₂Cl₂ / 8 h / 20 °C

5: 50 percent / Et₃N; dibromotriphenylphosphorane / CH₂Cl₂ / 1 h / 20 °C

6: 86 percent / dimethylphenylsilyl chloride / chlorobenzene / 3 h / 132 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; diphenyl phosphoryl azide; triethylamine; N-ethyl-N,N-diisopropylamine; phenyldimethylsilyl chloride; dibromotriphenylphosphorane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; chlorobenzene; benzene;
DOI:10.1021/jo020760n