3'-isopropyl-7-nitro-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-one → 7-dimethylamino-3-isopropylaminomethyl-3-hydroxy-3,4-dihydro-2H-1,5-benzodioxepin

HRID 267802Notes

Reaction equation

HRID 267802 reaction equation
[N+](C1C=CC2OCC3(COC=2C=1)OC(=O)N(C(C)C)C3)([O-])=O.[CH3:23][N:24]([CH3:44])[C:25]1[CH:43]=[CH:42][C:28]2[O:29][CH2:30][C:31]3([CH2:40][O:41][C:27]=2[CH:26]=1)[O:35]C(=O)[N:33]([CH:37]([CH3:39])[CH3:38])[CH2:32]3>>[CH3:44][N:24]([CH3:23])[C:25]1[CH:43]=[CH:42][C:28]2[O:29][CH2:30][C:31]([CH2:32][NH:33][CH:37]([CH3:39])[CH3:38])([OH:35])[CH2:40][O:41][C:27]=2[CH:26]=1

Participants

3

Reactant 2

HCID 155573273'-isopropyl-7-nitro-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-oneHCID 681470027-dimethylamino-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-one

Product 1

HCID 215539517-dimethylamino-3-isopropylaminomethyl-3-hydroxy-3,4-dihydro-2H-1,5-benzodioxepin

Procedure

By replacing the 7-nitro-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-one employed in Example 143, Step C, by an equivalent quantity of 7-dimethylamino-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-one and following substantially the same procedure described in Example 143, Step C, there is obtained 7-dimethylamino-3-isopropylaminomethyl-3-hydroxy-3,4-dihydro-2H-1,5-benzodioxepin.

Sources & evidence

ORD record
ord-43ccb6be920f499eaa9cbb52b81cf4d8
Source dataset
uspto-grants-1976_03
Patent number
US03944560

Reaction notes

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