Toluene → 3-Amino-6-chloro-4-picoline

Reaction equation

[Br:1][c:2]1[c:3]([CH3:9])[cH:4][c:5]([Cl:8])[n:6][cH:7]1.[C:10](=[O:11])([O-:12])[O-:13].[C:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)=[NH:29].[CH3:30][c:31]1[cH:32][cH:33][cH:34][cH:35][cH:36]1.[Cs+:14].[Cs+:15]>>[c:2]1([NH2:29])[c:3]([CH3:9])[cH:4][c:5]([Cl:8])[n:6][cH:7]1

Participants

Reactant 5

HCID 1140Toluene

HCID 19660Carbonate Ion

HCID 104967Cesium cation2×

HCID 136809Benzophenone imine

HCID 27344275-Bromo-2-chloro-4-methylpyridine

Product 1

HCID 27344253-Amino-6-chloro-4-picoline

Sources & evidence

ORD record: ord-e5b5e0c3033e46fc846a897383e4195c
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (2/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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