2H-1,4-Benzoxazin-3(4H)-one, 5-methyl-6-nitro- → HCID 19908770, compound

Reaction equation

[CH3:1][C:2]1[C:7]2[NH:8][C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH3:16]C1C([N+]([O-])=O)=CC2NC(=O)COC=2C=1.C[Mg]Br>>[CH3:1][C:2]1[C:7]2[NH:8][C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([CH3:16])[C:3]=1[N+:13]([O-:15])=[O:14]

Participants

Reactant 3

HCID 105363332H-1,4-Benzoxazin-3(4H)-one, 5-methyl-6-nitro-

HCID 19908778HCID 19908778, compound

HCID 178418573HCID 178418573, compound

Product 1

HCID 19908770HCID 19908770, compound

Procedure

The title compound is synthesized from 5-methyl-6-nitro-3-oxo-3,4-dihydro-(2H)-1,4-benzoxazine or from 7-methyl-6-nitro-3-oxo-3,4-dihydro-(2H)-1,4-benzoxazine and methyl magnesium bromide using the method illustrated in Example 37.

Sources & evidence

ORD record: ord-b6fdafcaecc241869c099bb0ab4c9d96
Source dataset: uspto-grants-1992_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05091528

Reaction notes

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