Thionyl Chloride → HCID 19085382, compound

HRID 962430Notes

Reaction equation

HRID 962430 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([NH:12][C:13](=[O:22])[C:14]1[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=1[F:21])[CH2:9][CH2:10]O.S(Cl)([Cl:25])=O>C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([NH:12][C:13](=[O:22])[C:14]1[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=1[F:21])[CH2:9][CH2:10][Cl:25]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 19085384N-[1-(2-Bromophenyl)-3-hydroxypropyl]-2,6-difluorobenzamide

Product 1

HCID 19085382HCID 19085382, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 12.9 g of N-[1-(2-bromophenyl)-3-hydroxypropyl]-2,6-difluorobenzamide in 80 ml of benzene under refluxing, was added dropwise 5.0 g of thionyl chloride for 10 minutes and stirring continued for an additional 30 minutes. Aftercooling, the precipitated solid was filtered, washed several times with n-hexane and dried to afford 13.0 g of N-[1-(2-bromophenyl)-3-chloropropyl]-2,6-difluorobenzamide. m.p. 183°-185° C.

Workup

  1. filtrationAftercooling, the precipitated solid was filtered
  2. washwashed several times with n-hexane
  3. customdried

Sources & evidence

ORD record
ord-a68496a23ab94ec8a949cef952840cc5
Source dataset
uspto-grants-1998_06
Patent number
US05760033

Reaction notes

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