Ethanol → 7,8 dihydro-6,6-dimethyl-7,8-epoxy-6H-pyrano[2,3-f]benz-2,1,3-oxadiazole-3-oxide

HRID 1199408Notes

Reaction equation

HRID 1199408 reaction equation
[NH2:1][C:2]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:5]2[O:6][C:7]([CH3:12])([CH3:11])[CH:8]3[O:10][CH:9]3[C:4]=2[CH:3]=1.[OH-].[Na+].C(O)C.Cl[O-].[Na+]>O>[CH3:11][C:7]1([CH3:12])[O:6][C:5]2=[CH:13][C:14]3[C:2]([CH:3]=[C:4]2[CH:9]2[O:10][CH:8]12)=[N:1][O:16][N+:15]=3[O-:17]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 146739026-amino-3,4-epoxy-3,4-dihydro-2,2-dimethyl-7-nitro-2H-1-benzopyranHCID 23665760Sodium Hypochlorite

Product 1

HCID 110426527,8 dihydro-6,6-dimethyl-7,8-epoxy-6H-pyrano[2,3-f]benz-2,1,3-oxadiazole-3-oxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 4.41 g (18.9 m mol) of 6-amino-3,4-dihydro-2,2-dimethyl-3,4-epoxy-7-nitro-2H-benzo [b] pyran, 1.29 g (32 m mol) of sodium hydroxide, 400 ml of ethanol and 40 ml of water were added slowly dropwise 32.2 g (26 m mol) of 6% sodium hypochlorite solution at the room temperature with stirring.

Sources & evidence

ORD record
ord-ffe0522cfa7842d29beacd52029e628b
Source dataset
uspto-grants-1990_02
Patent number
US04900752

Reaction notes

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