Furfurylamine → 2-Amino-3-cyano-4-furfurylaminoquinoline

HRID 347765Notes

Reaction equation

HRID 347765 reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:15]([NH2:21])[C:16]1[O:20][CH:19]=[CH:18][CH:17]=1>O>[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:21][CH2:15][C:16]2[O:20][CH:19]=[CH:18][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 3438FurfurylamineHCID 114811212-Amino-3-cyano4-chloroquinoline

Product 1

HCID 222737212-Amino-3-cyano-4-furfurylaminoquinoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

10 g of 2-amino-3-cyano-4-chloroquinolin and 19 ml of furfurylamine are heated under stirring at 120° C., for 3 hours. The reaction mixture is cooled to 25° C., and six times successively mixed with 50 ml of water, the resulting precipitate is filtered off and dried. The material thus obtained is recrystallized from 60 ml dimethylformamide to obtain 5.8 g of the title compound. Mp.: 206° C.

Workup

  1. temperatureThe reaction mixture is cooled to 25° C.
  2. filtrationthe resulting precipitate is filtered off
  3. customdried
  4. customThe material thus obtained
  5. customis recrystallized from 60 ml dimethylformamide

Sources & evidence

ORD record
ord-23a22c60806c496b910a977ce9a713f5
Source dataset
uspto-grants-2007_02
Patent number
US07176213B2

Reaction notes

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