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

HRID 1064356Notes

Reaction equation

HRID 1064356 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

Procedure

5 g of 2-amino-3-cyano-4-chloroquinoline, prepared as described in Example 1 are stirred with 1 ml of 2-furylmethylamine (furfurylamine) at 130° C. for 3 hours. 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 material is recrystallized from 20 ml of 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 material is recrystallized from 20 ml of ethanol

Sources & evidence

ORD record
ord-8a70987a60f442e4aabc145557546d8c
Source dataset
uspto-grants-2005_11
Patent number
US06969723B2

Reaction notes

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