Sodium Bicarbonate → 4,4-Dimethyl-7-propionylamino-8-nitro-2H,4H-isoquinoline-1,3-dione

HRID 47108

Reaction equation

HRID 47108 reaction equation
[CH3:1][C:2]1([CH3:21])[C:11]2[C:6](=[C:7]([N+:16]([O-:18])=[O:17])[C:8]([NH:12][C:13]([CH3:15])=[O:14])=[CH:9][CH:10]=2)[C:5](=[O:19])[NH:4][C:3]1=[O:20].[C:22](=O)(O)[O-].[Na+]>C(OC(=O)CC)(=O)CC>[CH3:1][C:2]1([CH3:21])[C:11]2[C:6](=[C:7]([N+:16]([O-:18])=[O:17])[C:8]([NH:12][C:13](=[O:14])[CH2:15][CH3:22])=[CH:9][CH:10]=2)[C:5](=[O:19])[NH:4][C:3]1=[O:20]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 118331714,4-dimethyl-7-acetamino-8-nitro-2H,4H-isoquinoline-1,3-dione

Product 1

HCID 203849304,4-Dimethyl-7-propionylamino-8-nitro-2H,4H-isoquinoline-1,3-dione

Reagents, catalysts & solvents 1

HCID 31263Propionic anhydrideSolvent

Procedure

29.1 gm of 4,4-dimethyl-7-acetamino-8-nitro-2H,4H-isoquinoline-1,3-dione were refluxed for 4 hours with 50 ml of propionic acid anhydride. The mixture was then poured into ice water and neutralized with sodium bicarbonate. The obtained precipitate was purified on a silicagel column (eluant: chloroform/acetone 19:1).

Workup

  1. customThe obtained precipitate was purified on a silicagel column (eluant: chloroform/acetone 19:1)

Sources & evidence

ORD record
ord-4924df22b6b444dcb4a340a120e8213e
Source dataset
uspto-grants-1979_11
Patent number
US04176184

Linked notes

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