Dichloromethane → HCID 59569016, compound

HRID 1517187Notes

Reaction equation

HRID 1517187 reaction equation
ClCCl.Cl.[CH3:5][N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]3[CH2:20][S:19][C:18](=[O:21])[NH:17][N:16]=3)=[CH:14][C:9]=2[N:8]=[C:7]1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=1.[C:32]1([S:38](Cl)(=[O:40])=[O:39])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.[CH2:42]([N:44](CC)CC)[CH3:43]>>[CH3:5][N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]3[CH2:20][S:19][C:18](=[O:21])[N:17]([CH2:43][CH2:42][NH:44][S:38]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)(=[O:40])=[O:39])[N:16]=3)=[CH:14][C:9]=2[N:8]=[C:7]1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:29])[F:30])[CH:23]=1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 86647279HCID 86647279, compound

Product 1

HCID 59569016HCID 59569016, compound

Procedure

To 2 ml of dichloromethane in 177 μl (1.28 mM) of triethylamine are added 150 mg (0.32 mM) of 342-aminoethyl)-5-{1-methyl-2-[3-(trifluoromethyl)phenyl]-1H-benzimidazol-5-yl}-3,6-dihydro-2H-1,3,4-thiadiazin-2-one hydrochloride and 67.7 μl (0.38 mM) of benzenesulfonyl chloride. The mixture is stirred at room temperature for 20 hours. The solid is filtered off and washed with water to give, after drying, 138 mg of N-{2-[5-{1-methyl-2-[3-(trifluoromethyl)phenyl]-1H-benzimidazol-5-yl}-2-oxo-2H-1,3,4-thiadiazin-3(6H)-yl]ethyl}benzenesulfonamide.

Workup

  1. filtrationThe solid is filtered off
  2. washwashed with water
  3. customto give
  4. customafter drying

Sources & evidence

ORD record
ord-6ce85976fbd545ef9590a0d3cb5a3385
Source dataset
uspto-grants-2012_07
Patent number
US08232272B2

Reaction notes

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