Water → HCID 67366436, compound

HRID 1393607Notes

Reaction equation

HRID 1393607 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][C:13]2[CH:33]=[CH:32][C:16]3[N:17]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[N:19][C:15]=3[CH:14]=2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[H-].[Na+].[CH3:38][O:39][C:40](=[O:47])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]Br.O>CN(C)C=O>[CH3:38][O:39][C:40](=[O:47])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][N:12]([S:9]([C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:34])[F:35])=[CH:4][CH:5]=1)(=[O:10])=[O:11])[C:13]1[CH:33]=[CH:32][C:16]2[N:17]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:19][C:15]=2[CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 4170292Methyl 6-BromohexanoateHCID 21938095HCID 21938095, compound

Product 1

HCID 67366436HCID 67366436, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

150 mg of 4-(trifluoromethyl)-N-(1,2-diphenyl-1H-benzimidazol-5-yl)benzenesulfonamide was suspended in 0.5 ml of N,N-dimethylformamide, mixed with 11 mg of sodium hydride and stirred for 30 minutes at 20° C. 88 mg of 6-bromohexanoic acid methyl ester was added, it was allowed to stir for 15 hours, mixed with water, extracted three times with ethyl acetate, the extracts were dried on sodium sulfate, concentrated by evaporation in a vacuum, and the residue was digested with diisopropyl ether.

Workup

  1. stirringto stir for 15 hours
  2. extractionextracted three times with ethyl acetate
  3. customthe extracts were dried on sodium sulfate
  4. concentrationconcentrated by evaporation in a vacuum

Sources & evidence

ORD record
ord-c37aea5ab64647b6a0f762c0e0761a4f
Source dataset
uspto-grants-2008_03
Patent number
US07345075B2

Reaction notes

Loading…