3-(morpholin-4-ylmethyl)-3,4-dihydro-2H-1,4-benzoxazine → HCID 53942973, compound

HRID 2165456Notes

Reaction equation

HRID 2165456 reaction equation
[N:1]1([CH2:7][CH:8]2[NH:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[O:10][CH2:9]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[N:18]([O-])=[O:19].[Na+]>Cl.O>[N:1]1([CH2:7][CH:8]2[N:13]([N:18]=[O:19])[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[O:10][CH2:9]2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 6506973-(morpholin-4-ylmethyl)-3,4-dihydro-2H-1,4-benzoxazineHCID 23668193Sodium Nitrite

Product 1

HCID 53942973HCID 53942973, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

Similarly 17.4 g (0.074 mole) of (+)-3-(4-morpholinylmethyl)-3,4-dihydro-2H-1,4-benzoxazine in 300 ml of 2N aqueous hydrochloric acid was treated with 5.6 g (0.081 mole) of sodium nitrite in 60 ml of water at 0° C. to produce (+)-3-(4-morpholinylmethyl)-4-nitroso-3,4-dihydro-2H-1,4-benzoxazine, which was used as such in the next synthetic step without further purification or characterization.

Sources & evidence

ORD record
ord-38ccd820b89647809e8241836b9eb4f8
Source dataset
uspto-grants-1990_07
Patent number
US04939138

Reaction notes

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