Dimethylamine → 2-(2,4-dichlorophenyl)-3-(2-[N,N-dimethylcarbamoyl]ethylthio)-1-(1H-1,2,4-triazol-1-yl)-propan-2-ol hydrochloride hemihydrate

HRID 2164891Notes

Reaction equation

HRID 2164891 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:23])([CH2:16][S:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.O[N:25]1[C:29](=O)CC[C:26]1=O.[CH:32]1([N:38]=[C:39]=NC2CCCCC2)CCCCC1.CNC>O1CCOCC1>[OH2:21].[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:23])([CH2:16][S:17][CH2:18][CH2:19][C:20](=[O:22])[N:25]([CH3:29])[CH3:26])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:23])([CH2:16][S:17][CH2:18][CH2:19][C:20](=[O:22])[N:38]([CH3:39])[CH3:32])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[ClH:1]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 233237452-(2,4-dichlorophenyl)-3-(2-carboxyethylthio)-1-(1H-1,2,4-triazol-1-yl)-propan-2-ol

Product 1

HCID 1317141752-(2,4-dichlorophenyl)-3-(2-[N,N-dimethylcarbamoyl]ethylthio)-1-(1H-1,2,4-triazol-1-yl)-propan-2-ol hydrochloride hemihydrate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-(2,4-Dichlorophenyl)-3-(2-carboxyethylthio)-1-(1H-1,2,4-triazol-1-yl)-propan-2-ol (0.38 g) was suspended in dioxan whilst N-hydroxysuccinimide (0.172 g, 1.5 equiv.) and dicyclohexylcarbodiimide (0.309 g, 1.5 equiv.) were added. The reaction mixture was stirred overnight (19 hours) at room temperature. Anhydrous dimethylamine (0.09 g, 2.0 equiv.) was added, and stirring continued for 30 minutes.

Workup

  1. additionwere added
  2. stirringstirring
  3. waitcontinued for 30 minutes

Sources & evidence

ORD record
ord-84a9f3a9a34642f598ba750dbb5c8939
Source dataset
uspto-grants-1985_03
Patent number
US04507484

Reaction notes

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