Tetrahydrofuran → 6-bromo-2,2-dimethyl-4-(1,3-dithian-2-yl)-2H-1,3-benzoxazine

HRID 166059

Reaction equation

HRID 166059 reaction equation
[Br:12][c:13]1[cH:14][c:15]([C:20]#[N:21])[c:16]([OH:19])[cH:17][cH:18]1.[Br:27][c:28]1[cH:29][cH:30][c:31]2[c:32]([cH:45]1)[C:33]([CH:39]1[S:40][CH2:41][CH2:42][CH2:43][S:44]1)=[N:34][C:35]([CH3:37])([CH3:38])[O:36]2.[CH2:1]([Li:2])[CH2:3][CH2:4][CH3:5].[CH3:22][O:23][C:24](=[CH2:25])[CH3:26].[CH3:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51].[O:52]1[CH2:53][CH2:54][CH2:55][CH2:56]1.[S:6]1[CH2:7][CH2:8][CH2:9][S:10][CH2:11]1>>[Br:12][c:13]1[cH:14][c:15]([C:20]#[N:21])[c:16]([O:19][CH2:25][CH:24]([O:23][CH3:22])[CH3:26])[cH:17][cH:18]1.[Br:27][c:28]1[cH:29][cH:30][c:31]2[c:32]([cH:45]1)[C:33]([CH:39]1[S:40][CH2:41][CH2:42][CH2:43][S:44]1)=[N:34][C:35]([CH3:37])([CH3:38])[O:36]2

Participants

9

Reactant 7

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 83002-MethoxypropeneHCID 104511,3-DithianeHCID 27570145-Bromo-2-hydroxybenzonitrileHCID 197350976-bromo-2,2-dimethyl-4-(1,3-dithian-2-yl)-2H-1,3-benzoxazineHCID 178418339Butyllithium

Product 2

HCID 197350976-bromo-2,2-dimethyl-4-(1,3-dithian-2-yl)-2H-1,3-benzoxazineHCID 197351265-Bromo-2-(2-methoxy-2-methylethoxy)benzonitrile

Sources & evidence

ORD record
ord-0a3f4637841b4d32b624a07cf19580d1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Linked notes

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