Sulfuric Acid → HCID 478715, compound

HRID 1032735Notes

Reaction equation

HRID 1032735 reaction equation
CS(O)(=O)=O.[NH2:6][C:7]1[N:8]([CH2:26][CH3:27])[C:9]2[C:14]([C:15](=[O:19])[C:16]=1[C:17]#[N:18])=[CH:13][CH:12]=[C:11]([C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1)[CH:10]=2.S(=O)(=O)(O)[OH:29].[OH-].[NH4+]>>[NH2:6][C:7]1[N:8]([CH2:26][CH3:27])[C:9]2[C:14]([C:15](=[O:19])[C:16]=1[C:17]([NH2:18])=[O:29])=[CH:13][CH:12]=[C:11]([C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1)[CH:10]=2

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 14852006HCID 14852006, compound

Product 1

HCID 478715HCID 478715, compound

Conditions

Temperature
100 °C

Procedure

A mixture of 2.70 g 2-amino-3-cyano-1,4-dihy- dro-1-ethyl-4-oxo-7-(4-pyridinyl)quinoline methanesulfonate and 25 ml sulfuric acid was heated at 100° C. for 4 hrs. The reaction mixture was cooled, poured onto ice and made basic with ammonium hydroxide. The solid product was collected and recrystallized twice from DMF to give 2.45 g 2-amino-1,4-dihydro-1-ethyl-4-oxo-7-(4-pyridinyl)-3quinolinecarboxamide, m.p. above 300° C.

Workup

  1. temperatureThe reaction mixture was cooled
  2. additionpoured onto ice
  3. customThe solid product was collected
  4. customrecrystallized twice from DMF

Sources & evidence

ORD record
ord-b69f27fe3a6142088766544d7675f785
Source dataset
uspto-grants-1990_09
Patent number
US04959363

Reaction notes

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