Sulfuric Acid → HCID 15598838, compound

HRID 2292093Notes

Reaction equation

HRID 2292093 reaction equation
[CH3:1][CH:2]1[CH2:11][C:10](=[O:12])[NH:9][C:8]2[N:7]=[C:6]([C:13]#[N:14])[C:5]3[N:15]=[CH:16][CH:17]=[CH:18][C:4]=3[C:3]1=2.S(=O)(=O)(O)[OH:20].C([O-])([O-])=O.[Na+].[Na+]>>[CH3:1][CH:2]1[CH2:11][C:10](=[O:12])[NH:9][C:8]2[N:7]=[C:6]([C:13](=[O:20])[NH2:14])[C:5]3[N:15]=[CH:16][CH:17]=[CH:18][C:4]=3[C:3]1=2

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 15598836HCID 15598836, compound

Product 1

HCID 15598838HCID 15598838, compoundYield 63%

Procedure

2 g (0.008 mol) of 1-methyl-6-cyano-1,2-dihydropyrido[2,3-c][1,8]naphthyridin-3(4H)-one are allowed to stand for 3 hours at room temperature in 40 ml of 96% strength sulphuric acid. After neutralization using aqueous Na2CO3 solution, the mixture is extracted repeatedly with methylene chloride, the combined organic bases are dried and then evaporated in vacuo, and the residue is chromatographed on silica gel with chloroform/methanol 98:2. 1.29 g (63% of theory) of 1-methyl-6- carbamoyl-dihydropyrido[2,3-c][1,8]naphthyridin-3(4H)-one are obtained.

Workup

  1. extractionthe mixture is extracted repeatedly with methylene chloride
  2. customthe combined organic bases are dried
  3. customevaporated in vacuo
  4. customthe residue is chromatographed on silica gel with chloroform/methanol 98:2

Sources & evidence

ORD record
ord-e93adcea60264a90bf07967b6c027fb8
Source dataset
uspto-grants-1989_01
Patent number
US04801590

Reaction notes

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