Benzylamine → 2-Amino-3-cyano-4-benzylaminoquinoline

HRID 28383Notes

Reaction equation

HRID 28383 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]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:22][CH2:15][C:16]2[CH:21]=[CH: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 7504BenzylamineHCID 114811212-Amino-3-cyano4-chloroquinoline

Product 1

HCID 112888282-Amino-3-cyano-4-benzylaminoquinoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

5 g of 2-amino-3-cyano-4-chloroquinoline and 11 ml of benzylamine 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 25 ml of dimethylformamide to obtain 5.2 g of the title compound. Mp.: 206° C.

Workup

  1. filtrationthe resulting precipitate is filtered off
  2. washwashed with 50 ml of water
  3. customThe pale-yellow precipitate is recrystallized from 25 ml of dimethylformamide

Sources & evidence

ORD record
ord-013e30c764994b08a15dc7c6345d299f
Source dataset
uspto-grants-2008_09
Patent number
US07419977B2

Reaction notes

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