Benzoyl chloride → N-[3-(Dimethylamino)-2,3,4,9-tetrahydro-1H-carbazol-6-yl]benzamide

HRID 843933Notes

Reaction equation

C(O[C:6]([NH:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH2:16][CH2:15][CH:14]([N:22]([CH3:24])[CH3:23])[CH2:13][C:12]2=1)=[O:7])(C)(C)C.C(Cl)(=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[C:6]([NH:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH2:16][CH2:15][CH:14]([N:22]([CH3:23])[CH3:24])[CH2:13][C:12]2=1)(=[O:7])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 54055691HCID 54055691, compound

Product 1

HCID 54008624N-[3-(Dimethylamino)-2,3,4,9-tetrahydro-1H-carbazol-6-yl]benzamideYield 38%

Procedure

Beginning with 0.198 gm (0.60 mMol) 6-(t-butoxycarbonyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 9.7 μL (0.84 mMol) benzoyl chloride, 0.075 gm (38%) of the title compound were prepared as a light grey foam.

Sources & evidence

ORD record: ord-6043a670dd1e4bcf9434239df0661a7b
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06380201B1

Reaction notes

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