Hydrochloric Acid → HCID 13707639, compound

HRID 616848Notes

Reaction equation

HRID 616848 reaction equation
[N+:1]([C:4]1C(=O)[O:6][C:7]2[C:12]([C:13]=1[OH:14])=[CH:11][CH:10]=[C:9]([O:15][CH3:16])[CH:8]=2)([O-:3])=[O:2].Cl>[OH-].[Na+]>[OH:6][C:7]1[CH:8]=[C:9]([O:15][CH3:16])[CH:10]=[CH:11][C:12]=1[C:13](=[O:14])[CH2:4][N+:1]([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54691407HCID 54691407, compound

Product 1

HCID 13707639HCID 13707639, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

3-Nitro-4-hydroxy-7-methoxy coumarin (1.85 g, 0.078 m), prepared as described in D. R. Buckle, et al., J. Med. Chem., 18, 391 (1975), was stirred at room temperature in 5% aqueous sodium hydroxide (60 ml) for 20 hours. The mixture was slowly acidified with 5N HCl. The product was filtered off and sucked dry. Recrystallization from absolute ethanol gave pale yellow crystals (0.92 g, 56%), m.p. 138°-40° C.

Workup

  1. filtrationThe product was filtered off
  2. customsucked dry
  3. customRecrystallization from absolute ethanol

Sources & evidence

ORD record
ord-0623de98b3024ab3a46b4b01a12c3934
Source dataset
uspto-grants-1978_02
Patent number
US04076729

Reaction notes

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