Acetone → HCID 178477737, compound

HRID 1665830Notes

Reaction equation

HRID 1665830 reaction equation
[OH:1][NH:2][C:3](=[NH:32])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[N:24]=[C:25]([CH3:31])[S:26][C:27]=3[CH:28]([CH3:30])[CH3:29])=[CH:19][CH:18]=2)=[CH:6][CH:5]=1.[CH2:33]([S:35]([OH:38])(=[O:37])=[O:36])[CH3:34].CC(C)=O.CCCCCC>C(O)C>[CH3:34][CH2:33][S:35]([OH:38])(=[O:37])=[O:36].[OH:1][NH:2][C:3](=[NH:32])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[N:24]=[C:25]([CH3:31])[S:26][C:27]=3[CH:28]([CH3:29])[CH3:30])=[CH:19][CH:18]=2)=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 8058HexaneHCID 11668Ethanesulfonic acidHCID 178432563DW-1350

Product 1

HCID 178477737HCID 178477737, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 g (6.614 mmol) of N-hydroxy-4-{5-[4-(5-isopropyl-2-methyl-1,3-thiazol-4-yl)phenoxy]pentoxy}benzamidine was dissolved in 30 ml of ethanol, and was mixed with 1.14 ml (2.2 equivalents) of ethanesulfonic acid with agitation at room temperature for 1 hr. The solution was then mixed with 30 ml of acetone and 60 ml of hexane with agitation for 1 hr. The produced solid was recovered by filtration, washed with acetone, and dried under vacuum. As a result, 4.17 g (yield: 86%) of N-Hydroxy-4-{5-[4-(5-isopropyl-2-methyl-1,3-thiazol-4-yl)phenoxy]pentoxy}benzamidine 2 ethansulfonic acid salt was obtained as a white solid.

Workup

  1. filtrationThe produced solid was recovered by filtration
  2. washwashed with acetone
  3. customdried under vacuum

Sources & evidence

ORD record
ord-704ddf50658f40e9a3add45c8412c00b
Source dataset
uspto-grants-2011_10
Patent number
US08039635B2

Reaction notes

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