6-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one → HCID 11788809, compound

HRID 1644328Notes

Reaction equation

HRID 1644328 reaction equation
C([O:3][C:4](=O)[CH2:5][S:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[N+:15]([O-])=O)C.COC1C=CC2OCC(=O)NC=2C=1>>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]2[S:6][CH2:5][C:4](=[O:3])[NH:15][C:8]=2[CH:9]=1

Participants

3

Reactant 2

HCID 132049526-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 13690743HCID 13690743, compound2×

Product 1

HCID 11788809HCID 11788809, compound

Procedure

Prepared from ethyl[(4-methoxy-2-nitrophenyl)thio]acetate (Intermediate 53, 3 g, 11 mmol) according to procedure described for preparation of Intermediate 48. Silica gel chromatography with hexanes/ethyl acetate (3:2) afforded desired product, 2 g (93%).

Sources & evidence

ORD record
ord-e5f1e67fc15d4ee7bf40c6454c3627b2
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

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