Sulfuric Acid → HCID 13730724, compound

HRID 980530Notes

Reaction equation

HRID 980530 reaction equation
[CH:1]([C:4]([CH3:22])([N:7]1[C:19](=[O:20])[C:18]2[C:9](=[N:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[CH:17]=2)[C:8]1=[O:21])[C:5]#[N:6])([CH3:3])[CH3:2].S(=O)(=O)(O)[OH:24]>>[CH:1]([C:4]([CH3:22])([N:7]1[C:19](=[O:20])[C:18]2[C:9](=[N:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[CH:17]=2)[C:8]1=[O:21])[C:5]([NH2:6])=[O:24])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 13730722HCID 13730722, compound

Product 1

HCID 13730724HCID 13730724, compound

Procedure

1,3-Dihydro-α-isopropyl-α-methyl-1,3-dioxo-2-H-pyrrolo[3,4-b]quinoline-2-acetonitrile (0.44 g, 0.0015 mol) is dissolved in conc. sulfuric acid (5 ml) at room temperature and stirred overnight. The reaction mixture is poured onto crushed ice (50 ml) and a white precipitate forms and is filtered off, washed with water, aqueous sodium bicarbonate and water and then vacuum dried. This gives 0.34 g (74%) of product, mp 237°-239° C. (dec.). Anal. calcd. for C17H17N3O3 : C, 65.58; H, 5.50; N, 13.50. Found: C, 65.03; H, 5.63; N, 13.19.

Workup

  1. additionThe reaction mixture is poured
  2. filtrationa white precipitate forms and is filtered off
  3. washwashed with water, aqueous sodium bicarbonate and water
  4. customvacuum dried

Sources & evidence

ORD record
ord-014c87f9fecc49acb5e3278b07bf2724
Source dataset
uspto-grants-1987_01
Patent number
US04638068

Reaction notes

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