HCID 12377595, compound → HCID 21786916, compound

HRID 2049753Notes

Reaction equation

HRID 2049753 reaction equation
[O:1]=[C:2]1[CH:7]=[C:6]([C:8]([O:10]C)=[O:9])[NH:5][C:4]2[C:12](=[O:20])[O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:3]1=2>Cl>[O:1]=[C:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[NH:5][C:4]2[C:12](=[O:20])[O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:3]1=2

Participants

3

Reactant 1

HCID 12377595HCID 12377595, compound

Product 1

HCID 21786916HCID 21786916, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 1,5-dihydro-1,5-dioxo-4H-1-benzopyrano[3,4-b]pyridine-3-carboxylic acid, methyl ester (10.0 g, 0.037 mole) in 5N hydrochloric acid (170 ml) is stirred at 100 for 16 hours under nitrogen. The reaction mixture is cooled. The product is filtered off, washed with water, with acetone and sucked dry. Recrystallization from dimethyl formamide-methanol gives white crystals (6.2 g, 65%), mp 265-268 (dec).

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe product is filtered off
  3. washwashed with water, with acetone
  4. customsucked dry
  5. customRecrystallization from dimethyl formamide-methanol

Sources & evidence

ORD record
ord-cd1bef6768544b50a6c0f49b9fb31c2c
Source dataset
uspto-grants-1980_04
Patent number
US04198511

Reaction notes

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