Propargyl alcohol → N-(4-Chlorobenzyl)-6-(3-hydroxy-1-propynyl)-4-oxo-4H-1,2-benzoxazine-3-carboxamide

HRID 1133205Notes

Reaction equation

HRID 1133205 reaction equation
[CH2:31]([C:32]#[CH:33])[OH:34].[CH2:35]1[O:36][CH2:37][CH2:38][CH2:39]1.[CH3:24][CH2:25][N:26]([CH2:27][CH3:28])[CH2:29][CH3:30].[Cl:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH:7][C:8](=[O:9])[c:10]2[n:11][o:12][c:13]3[c:14]([c:15]2=[O:16])[cH:17][c:18]([I:21])[cH:19][cH:20]3)[cH:22][cH:23]1.[Cu:40][I:41]>>[Cl:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH:7][C:8](=[O:9])[c:10]2[n:11][o:12][c:13]3[c:14]([c:15]2=[O:16])[cH:17][c:18]([C:33]#[C:32][CH2:31][OH:34])[cH:19][cH:20]3)[cH:22][cH:23]1

Participants

6

Reactant 5

HCID 7859Propargyl alcoholHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 22397204N-(4-Chlorobenzyl)-6-iodo-4-oxo-4H-1,2-benzoxazine-3-carboxamide

Product 1

HCID 10155915N-(4-Chlorobenzyl)-6-(3-hydroxy-1-propynyl)-4-oxo-4H-1,2-benzoxazine-3-carboxamide

Sources & evidence

ORD record
ord-4ab591643d9043aea3750eda1a3af414
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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