Sodium Dithionite → HCID 12389021, compound

HRID 616850Notes

Reaction equation

HRID 616850 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].[N+:9]([C:12]1[C:17](=[O:18])[C:16]2[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:15]=2[O:14][CH:13]=1)([O-])=O>C(O)C.O>[NH2:9][C:12]1[C:17](=[O:18])[C:16]2[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:15]=2[O:14][CH:13]=1

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 127369137-Methoxy-3-nitro-4H-1-benzopyran-4-one

Product 1

HCID 12389021HCID 12389021, compoundYield 78.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Sodium dithionite (20g) was added to a stirred suspension of 3-nitro-7-methoxy-4H-1-benzopyran-4-one (7.0 g, 0.0316 m) in absolute ethanol (80 ml) and water (30 ml). The reaction mixture was stirred under nitrogen for 20 min. The solvents were removed under reduced pressure to give a solid residue. The residue was dissolved in water and extracted with chloroform. The chloroform extracts were dried over sodium sulfate and evaporated to give 3-amino-7-methoxy-4H-1-benzopyran-4-one (4.5 g, 78.5%), m.p. 143°-146°.

Workup

  1. customThe solvents were removed under reduced pressure
  2. customto give a solid residue
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform extracts were dried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-5a824c4d83d3425b8bdfcb0542fba46a
Source dataset
uspto-grants-1978_02
Patent number
US04076729

Reaction notes

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