Oxalyl chloride → HCID 21934531, compound

HRID 1241433Notes

Reaction equation

HRID 1241433 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH:13]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:14][C:15](O)=[O:16])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:27])=O>C(Cl)Cl.CN(C=O)C>[Cl:27][C:15](=[O:16])[CH2:14][CH:13]([C:10]1[S:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[N:12][CH:11]=1)[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 21934532HCID 21934532, compound

Product 1

HCID 21934531HCID 21934531, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

3-[2-(4-chlorophenyl)-1,3-thiazol-5-yl]-5-ethoxy-5-oxopentanoic acid (9.68 mmol) was dissolved in CH2Cl2 (10 mL) and cooled to 0° C. Oxalyl Chloride (2.0M in CH2Cl2; 25 mL) was added slowly. One drop of DMF was added to the reaction mixture. The reaction was warmed to room temperature and stirred for 18 hours. The reaction was concentrated in vacuo to give the crude product.

Workup

  1. temperatureThe reaction was warmed to room temperature
  2. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-43264b5b08f14af4ad5ef1e1e7fb4463
Source dataset
uspto-grants-2006_10
Patent number
US07115596B2

Reaction notes

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