Methanesulfonyl chloride → DMF dimethylformamide

HRID 1742610Notes

Reaction equation

HRID 1742610 reaction equation
CN(P(N(C)C)(N(C)C)=O)C.CN(C)P(N(C)C)(N(C)C)=O.CS(Cl)(=O)=O.C[C:29]([N:31]([CH3:33])[CH3:32])=[O:30].CNC>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl.C1COCC1.O1CCCC1>[CH3:32][N:31]([CH:29]=[O:30])[CH3:33].[CH3:32][N:31]([CH3:33])[CH:29]=[O:30]

Participants

6

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 20187980HCID 20187980, compoundHCID 131718645HCID 131718645, compound

Product 1

HCID 17824068DMF dimethylformamide

Reagents, catalysts & solvents 2

HCID 6102075Dichlorobis(triphenylphosphine)palladiumCatalystHCID 22180045THF tetrahydrofuraneSolvent

Procedure

TEA - triethylamine; HMPA - hexamethylphosphoramide; THF - tetrahydrofuran; MSC - methanesulphonyl chloride; BTPC - bis(triphenylphosphine)palladium (II) chloride; DMA - dimethylamine; IMS - industrial methylated spirits; SPC - Short path chromatography carried out on silica (Merck 7747) unless otherwise stated. FCC - Flash column chromatography carried out on silica (Merck 9385). `Dried` refers to drying using sodium sulphate or magnesium sulphate unless otherwise stated.

Workup

  1. custom`Dried`
  2. customto drying

Sources & evidence

ORD record
ord-50a527752eb9449f930cf95f0b80ce9c
Source dataset
uspto-grants-1994_08
Patent number
US05340810

Reaction notes

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