Ammonia → 6-Cyano-4-(3-methylphenyl)-2H-1-benzothiopyran

HRID 2350497Notes

Reaction equation

HRID 2350497 reaction equation
[Br-:19].[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:18]1)[C:7]([c:11]1[cH:12][c:13]([CH3:17])[cH:14][cH:15][cH:16]1)=[CH:8][CH2:9][S:10]2.[Br:28][c:29]1[cH:30][c:31]2[c:32]([cH:33][cH:34]1)[O:35][C:36](=[O:37])[CH2:38][S:39]2.[Br:40][c:41]1[cH:42][cH:43][c:44]2[c:57]([cH:58]1)[C:48]([OH:49])([c:50]1[cH:51][cH:52][cH:53][c:54]([CH3:55])[cH:56]1)[CH2:47][CH2:46][S:45]2.[C-:59]#[N:60].[CH2:74]([O:75][CH2:76][CH3:77])[CH3:78].[CH3:20][c:21]1[cH:22][c:23]([Mg+:24])[cH:25][cH:26][cH:27]1.[CH3:62][c:63]1[cH:64][cH:65][cH:66][cH:67][cH:68]1.[CH3:69][N:70]([CH3:71])[CH:72]=[O:73].[NH3:61]>>[c:2]1([C:59]#[N:60])[cH:3][cH:4][c:5]2[c:6]([cH:18]1)[C:7]([c:11]1[cH:12][c:13]([CH3:17])[cH:14][cH:15][cH:16]1)=[CH:8][CH2:9][S:10]2

Participants

11

Reactant 10

HCID 222AmmoniaHCID 259Bromide ionHCID 1140TolueneHCID 3283Diethyl EtherHCID 5975CyanideHCID 6228DimethylformamideHCID 205312186-Bromo-4-thiachromanoneHCID 205312206-Bromo-4-(3-methylphenyl)-2H-1-benzothiopyranHCID 205312216-bromo-4-hydroxy-4-(3-methylphenyl)-3,4-dihydro-2H-1-benzothiopyranHCID 178425416HCID 178425416, compound

Product 1

HCID 205312326-Cyano-4-(3-methylphenyl)-2H-1-benzothiopyran

Sources & evidence

ORD record
ord-b4d0d032b6854bc6bea6c6e8b8a827d5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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