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 1381137Notes

Reaction equation

HRID 1381137 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-7d255d7778bd4334b2152d8f4225dc72
Source dataset
uspto-grants-1986_04
Patent number
US04585778

Reaction notes

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