Sodium Chloride → N-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetamide

HRID 703924Notes

Reaction equation

HRID 703924 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12](=[O:17])[CH:13]=[C:14]([CH3:16])[CH3:15])[CH:6]=1)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[Cl-].[Na+]>>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:8]([C:14]([CH3:16])([CH3:15])[CH2:13][C:12](=[O:17])[NH:11]2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 5234Sodium ChlorideHCID 6451240Aluminum(III) ChlorideHCID 14476476HCID 14476476, compound

Product 1

HCID 14476477N-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetamide

Conditions

Temperature
100 °C

Procedure

23.2 g. (0.1 mole) N-acetyl-3-(3,3-dimethylacryloylamino)-aniline, 92.8 g. aluminium chloride and 60 g. sodium chloride are well mixed up and heated to 100° C. for 2 hours. Thereafter, the reaction mixture is mixed with ice, briefly stirred and the crystallisate filtered off with suction. Yield 21.4 g. (92% of theory); m.p. 273°-278° C.

Workup

  1. additionThereafter, the reaction mixture is mixed with ice
  2. filtrationthe crystallisate filtered off with suction

Sources & evidence

ORD record
ord-414b3a775c394981a0f678b7579772b8
Source dataset
uspto-grants-1991_01
Patent number
US04985448

Reaction notes

Loading…