3-(Trifluoromethyl)benzenesulfonyl chloride → HCID 20085682, compound

HRID 1608816Notes

Reaction equation

HRID 1608816 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][C:9]1[N:10]([CH3:14])[CH:11]=[CH:12][N:13]=1)=[O:5].[F:19][C:20]([F:32])([F:31])[C:21]1[CH:22]=[C:23]([S:27](Cl)(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1>>[CH3:14][N:10]1[CH:11]=[CH:12][N:13]=[C:9]1[CH2:8][CH2:7][NH:6][C:4](=[O:5])[C:3]1[CH:15]=[CH:16][CH:17]=[CH:18][C:2]=1[NH:1][S:27]([C:23]1[CH:24]=[CH:25][CH:26]=[C:21]([C:20]([F:19])([F:31])[F:32])[CH:22]=1)(=[O:29])=[O:28]

Participants

3

Reactant 2

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 20085642HCID 20085642, compound

Product 1

HCID 20085682HCID 20085682, compoundYield 87.1%

Procedure

The titled compound was prepared substantially in accordance with the method set forth in Example 1C using 4.84 g (0.0198 mol) of 2-amino-N-[2-(1-methyl-1H-imidazol-2-yl)ethyl]benzamide (prepared in a similar manner as the compound in Example 6A) and 5.25 g (0.0215 mol) of m-trifluoromethylbenzenesulfonyl chloride. After reducing the organic layer to dryness, the resulting yellow solid was recrystallized from an ethyl acetate/diethyl ether solution to provide 7.8 g of the desired titled compound (m.p. 127°-129° C.)

Workup

  1. customThe titled compound was prepared substantially in accordance with the method
  2. customthe resulting yellow solid was recrystallized from an ethyl acetate/diethyl ether solution

Sources & evidence

ORD record
ord-15e36523dc39452c8bc38b2fd5bf0931
Source dataset
uspto-grants-1995_03
Patent number
US05397798

Reaction notes

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