1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 71616021, compound

HRID 1525645Notes

Reaction equation

HRID 1525645 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][CH2:7][C:8]2[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:19]([F:22])([F:21])[F:20].CCN=C=NCCCN(C)C.[CH3:34][N:35]([CH3:40])[S:36]([NH2:39])(=[O:38])=[O:37].OS([O-])(=O)=O.[K+]>ClCCl>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][CH2:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([NH:39][S:36]([N:35]([CH3:40])[CH3:34])(=[O:38])=[O:37])=[O:13])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:19]([F:22])([F:21])[F:20]

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 134472N,N-DimethylsulfamideHCID 516920Potassium bisulfateHCID 89619306HCID 89619306, compound

Product 1

HCID 71616021HCID 71616021, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-{[4-chloro-3-(trifluoromethyl)phenoxy]methyl}benzoic acid (Preparation 16, 237 mg, 0.72 mmol) in dichloromethane (8 mL) was added EDCI (344 mg, 1.79 mmol) followed by addition of N,N-dimethylsulfamide (222 mg, 1.79 Calculation isn't correct mmol). The reaction was left to stir at room temperature for 3 hours. A solution of KHSO4 (10 mL) was added and the mixture separated using a phase separation cartridge. The organics were dried in vacuo to yield a white solid as the title compound (285 mg, 97%).

Workup

  1. waitThe reaction was left
  2. customthe mixture separated
  3. customa phase separation cartridge
  4. customThe organics were dried in vacuo

Sources & evidence

ORD record
ord-0597dd84b8034d1288d45e55795665e4
Source dataset
uspto-grants-2015_07
Patent number
US09085517B2

Reaction notes

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