Methanesulfonyl chloride → HCID 10642083, compound

HRID 1899071Notes

Reaction equation

HRID 1899071 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]([NH2:15])=O)=[CH:10][C:9]=2[C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)=[CH:4][CH:3]=1.CS(Cl)(=O)=O>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]([C:13]#[N:15])=[CH:10][C:9]=2[C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 10619477HCID 10619477, compound

Product 1

HCID 10642083HCID 10642083, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]thiophene-2-carboxamide (4.8 g) and methanesulfonyl chloride (8.8 g) in pyridine (25 ml) was stirred at 50° C. for 4 hours. The mixture was concentrated and the residue was triturated in dilute hydrochloric acid. The precipitates were collected and recrystallized from ethanol to give crystals of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]thiophene-2-carbonitrile (3.6 g).

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was triturated in dilute hydrochloric acid
  3. customThe precipitates were collected
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a0117a11e17643b99a29bf3e254ad2b2
Source dataset
uspto-grants-1996_11
Patent number
US05571810

Reaction notes

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