Aniline → HCID 15410781, compound

HRID 379683Notes

Reaction equation

HRID 379683 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([N:13]2[C:22]3[C:17](=[CH:18][C:19]([S:23](Cl)(=[O:25])=[O:24])=[CH:20][CH:21]=3)[CH2:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1)#[N:2].[NH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>N1C=CC=CC=1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([N:13]2[C:22]3[C:17](=[CH:18][C:19]([S:23]([NH:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)(=[O:25])=[O:24])=[CH:20][CH:21]=3)[CH2:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 6115AnilineHCID 18366841HCID 18366841, compound

Product 1

HCID 15410781HCID 15410781, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.33 g (6 mmol) of crude 1-[3-(4-cyano-phenyl)-propionyl]-1,2,3,4-tetrahydro-quinoline-6-sulphonylchloride are added dropwise, whilst cooling with ice, to a solution of 0.56 g of aniline in 15 ml of pyridine. Then the mixture is heated for 30 minutes to 100° C. and evaporated to dryness. The residue is chromatographed over a silica gel column with methylene chloride:ethyl acetate.

Workup

  1. temperatureThen the mixture is heated for 30 minutes to 100° C.
  2. customevaporated to dryness
  3. customThe residue is chromatographed over a silica gel column with methylene chloride

Sources & evidence

ORD record
ord-4583517e65fc4aa5954b5d2e65fa370e
Source dataset
uspto-grants-2001_10
Patent number
US06300342B1

Reaction notes

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