Dimethylformamide → HCID 88151707, compound

HRID 1251557Notes

Reaction equation

HRID 1251557 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:17][CH2:18][C:19]([OH:21])=O)[CH2:14][CH2:13][C:12](=[O:15])[NH:11][C:10]2=[O:16])[CH:5]=[CH:6][C:7]=1[Cl:8].CN(C=O)C.S(Cl)([Cl:29])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:17][CH2:18][C:19]([Cl:29])=[O:21])[CH2:14][CH2:13][C:12](=[O:15])[NH:11][C:10]2=[O:16])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 11121055HCID 11121055, compound

Product 1

HCID 88151707HCID 88151707, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

Under a nitrogen atmosphere, 20 g of 3-[3-(3,4-dichlorophenyl)-2,6-dioxopiperidin-3-yl]propionic acid, 200 ml of toluere and 0.5 ml of DMF are mixed. The medium is heated to 60° C and 14.9 g of thionyl chloride and 40 ml of toluene are introduced dropwise. The stirring is maintained for 5 hours at 60° C. The toluene and the excess thionyl chloride are evaporated off and then the reaction medium is dried in an oven (40° C.) overnight.

Workup

  1. temperatureThe stirring is maintained for 5 hours at 60° C
  2. customThe toluene and the excess thionyl chloride are evaporated off
  3. customthe reaction medium is dried in an oven (40° C.) overnight

Sources & evidence

ORD record
ord-fe6be355b784419d90ecaa649ce00bc0
Source dataset
uspto-grants-2002_01
Patent number
US06342607B1

Reaction notes

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