9-Acetyl-9H-carbazole → HCID 24832159, compound

HRID 2055056Notes

Reaction equation

HRID 2055056 reaction equation
[C:1]([N:4]1C2C=CC=CC=2C2C1=CC=CC=2)(=[O:3])[CH3:2].Cl[C:18]1[CH:19]=[CH:20][C:21]2[NH:22][C:23]3[C:28]([C:29]=2[CH:30]=1)=[CH:27][C:26](Cl)=[CH:25][CH:24]=3>C(O)C>[C:1]([NH:4][C:20]1[C:21]2[NH:22][C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:29]=2[CH:30]=[CH:18][CH:19]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 958379-Acetyl-9H-carbazoleHCID 2364873,6-Dichlorocarbazole

Product 1

HCID 24832159HCID 24832159, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Condensation of cyclohexane-1,4-dione 2 with phenylhydrazine 1 in ethanol affords the bishydrazone 3. Treatment of 3 with sulfuric acid and acetic acid produces 3-aminocarbazole 4 (Tetrahedron 2003, 59, 1265).

Sources & evidence

ORD record
ord-fe0875d0591e4385a9caabaaa835377b
Source dataset
uspto-grants-2008_02
Patent number
US07331997B2

Reaction notes

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