Dimethylformamide → HCID 54269860, compound

HRID 1086379Notes

Reaction equation

HRID 1086379 reaction equation
[CH3:1][S:2][C:3]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:10][C:4]=1[CH:5]=[CH:6][C:7](O)=[O:8].CN(C=O)C.C(Cl)(=O)C([Cl:28])=O>C(Cl)Cl>[CH3:1][S:2][C:3]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:10][C:4]=1[CH:5]=[CH:6][C:7]([Cl:28])=[O:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 54078208HCID 54078208, compound

Product 1

HCID 54269860HCID 54269860, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 25 ml of methylene chloride is added 2-methylthio-5-n-hexylcinnamic acid (1.4 g, 0.005 mmol) with cooling in an ice bath. To this mixture is added DMF (0.365 g, 0.005 mmol) and then oxalyl chloride (0.9 ml, 0.01 mmol) dropwise. The bath is removed and the reaction mixture stirred at room temperature for 2 hours to afford 2-methylthio-5-n-hexylcinnamic acid chloride.

Workup

  1. temperaturewith cooling in an ice bath
  2. customThe bath is removed

Sources & evidence

ORD record
ord-e8145a27c3124d93a8997c06faf74710
Source dataset
uspto-grants-1991_07
Patent number
US05028629

Reaction notes

Loading…