Benzene → Quinoline

HRID 1230620Notes

Reaction equation

HRID 1230620 reaction equation
[C:22](=[O:23])([O-:24])[O-:25].[CH2:41]1[O:42][CH2:43][CH2:44][O:45][CH2:46]1.[CH3:58][c:59]1[cH:60][cH:61][cH:62][cH:63][cH:64]1.[Cl:39][Cu:40].[ClH:10].[K+:26].[K+:27].[NH2:1][c:2]1[cH:3][cH:4][cH:5][cH:6][c:7]1[C:8]#[N:9].[NH2:28][c:29]1[n:30][c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[cH:37][cH:38]1.[O:47]1[CH2:48][CH2:49][CH2:50][CH2:51]1.[c:11]1([CH3:12])[cH:13][cH:14][c:15]([S:16]([OH:17])(=[O:18])=[O:19])[cH:20][cH:21]1.[cH:52]1[cH:53][cH:54][cH:55][cH:56][cH:57]1>>[cH:29]1[n:30][c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[cH:37][cH:38]1

Participants

12

Reactant 11

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 813Potassium Cation2×HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 8028TetrahydrofuranHCID 113792-AminoquinolineHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 62652Cuprous chlorideHCID 729132-Aminobenzonitrile

Product 1

HCID 7047Quinoline

Sources & evidence

ORD record
ord-f50781a9bcc14f8cb7c3944bcd5063f0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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