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

HRID 902173Notes

Reaction equation

HRID 902173 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.[O:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH2:20][NH2:21]>O>[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:21][CH2:20][C:16]2[O:15][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
130 °C

Procedure

5 g of 2-amino-3-cyano-4-chloroquinolin and 1 ml of furylmethylamine (furfurylamine) are heated under stirring at 130° C. The reaction mixture is poured onto 50 ml of water, the resulting precipitate is filtered off, washed with 50 ml of water. The pale-yellow precipitate is recrystallized from 20 ml ethanol to obtain 4.8 g of the title compound. Mp.: 208° C.

Workup

  1. filtrationthe resulting precipitate is filtered off
  2. washwashed with 50 ml of water
  3. customThe pale-yellow precipitate is recrystallized from 20 ml ethanol

Sources & evidence

ORD record
ord-6f788543528542d2a4d7e9f4ed66629f
Source dataset
uspto-grants-2008_04
Patent number
US07365089B2

Reaction notes

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