Oxalyl chloride → HCID 59773414, compound

HRID 2114275Notes

Reaction equation

HRID 2114275 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[S:11][CH2:12][C:13]2[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=2[C:15](O)=[O:16])[CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:25])=O>C(Cl)Cl.CN(C=O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[S:11][CH2:12][C:13]2[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=2[C:15]([Cl:25])=[O:16])[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 68885229HCID 68885229, compound

Product 1

HCID 59773414HCID 59773414, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 1.0 eq. of 2-(quinolin-8-ylsulfanylmethyl)benzoic acid in CH2Cl2 was cooled to 0° C. To this was added 1.1 eq. of oxalyl chloride followed by one drop of DMF. The mixture was warmed to room temperature and stirred for a time sufficient for reaction completion. The mixture was concentrated to give 42 which was used directly.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-0120a2951c3c4ae1b2324229ec3080db
Source dataset
uspto-grants-2008_10
Patent number
US07432379B2

Reaction notes

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