Acetic Acid → HCID 178485108, compound

HRID 1936594Notes

Reaction equation

HRID 1936594 reaction equation
CS[C:3](=[N:10]C)[N:4](C(OC)=O)[CH3:5].[CH3:12][C:13]1[C:14]([N+:23]([O-])=O)=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[CH:20][CH:19]=[CH:18]2.[C:26](O)(=O)C>C(O)C>[CH3:26][N:23]([C:14]1[C:13]([CH3:12])=[C:22]2[C:17]([CH:18]=[CH:19][CH:20]=[N:21]2)=[CH:16][CH:15]=1)[C:3]([NH:4][CH3:5])=[NH:10]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 2541658-Methyl-7-nitroquinolineHCID 22462220HCID 22462220, compound

Product 1

HCID 178485108HCID 178485108, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The methyl N-carbomethoxy-N,N′-dimethylthiopseudourea is combined with 8-methyl-7-nitroquinoline, as prepared in Example 7B, in 10% acetic acid in ethanol and heated to reflux. After the starting amine is consumed, the mixture is decolorized with carbon. The mixture is cooled, filtered and rotary evaporated. Upon recrystallization and drying, N,N′-dimethyl-(8-methylquinolin-7-yl)guanidine is obtained as an acetic acid salt.

Workup

  1. temperatureheated to reflux
  2. customAfter the starting amine is consumed
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. customUpon recrystallization
  6. customdrying

Sources & evidence

ORD record
ord-a8d9a6e7e8cd45869de58d5123415944
Source dataset
uspto-grants-2002_05
Patent number
US06391878B2

Reaction notes

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