Dicyclohexylcarbodiimide → HCID 7900743, compound

HRID 1939280Notes

Reaction equation

HRID 1939280 reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.[F:16][C:17]([F:29])([F:28])[C:18]1[CH:19]=[C:20]([CH2:24][C:25]([OH:27])=O)[CH:21]=[CH:22][CH:23]=1.[Cl:30][C:31]1[CH:32]=[CH:33][C:34]([O:38][CH3:39])=[C:35]([CH:37]=1)[NH2:36]>ClCCl>[CH3:39][O:38][C:34]1[CH:33]=[CH:32][C:31]([Cl:30])=[CH:37][C:35]=1[NH:36][C:25](=[O:27])[CH2:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:16])([F:29])[F:28])[CH:19]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 667635-Chloro-2-methoxyanilineHCID 676953-(Trifluoromethyl)benzeneacetic acid

Product 1

HCID 7900743HCID 7900743, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dicyclohexylcarbodiimide (2.20 g, 10.7 mmol) was added to a solution of 3-(trifluoromethyl)phenylacetic acid (2.00 g, 9.8 mmol) and 5-chloro-2-methoxyaniline (1.55 g, 9.8 mmol) in dichloromethane (50 ml). The reaction was stirred at RT overnight. The reaction mixture was filtered and the filtrate evaporated to dryness. The residue was recrystallized from methanol/water 2:1 (30 ml). 2.05 g (61%) of the title compound was isolated.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated to dryness
  3. customThe residue was recrystallized from methanol/water 2:1 (30 ml)

Sources & evidence

ORD record
ord-1f43aa9248c647bfa73675f4ba7ac162
Source dataset
uspto-grants-1997_12
Patent number
US05696138

Reaction notes

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