1,1'-Carbonyldiimidazole → HCID 15224969, compound

HRID 1599408Notes

Reaction equation

HRID 1599408 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[N:12]1[C:16]([CH3:17])=[C:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:14]=[CH:13]1.[C:23](N1C=CN=C1)(N1C=CN=C1)=[O:24]>ClC1C=CC=CC=1Cl>[CH2:21]([O:20][C:18]([C:15]1[N:14]=[C:13]2[C:23](=[O:24])[NH:1][C:2]3[C:3](=[CH:4][CH:5]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=3)[N:12]2[C:16]=1[CH3:17])=[O:19])[CH3:22]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 23295839HCID 23295839, compound

Product 1

HCID 15224969HCID 15224969, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 1-(2-amino-4-trifluoromethylphenyl)-4-ethoxycarbonyl-5-methyl-1H-imidazole (12.3 g, 39.3 mmol), 1,1'-carbonyldiimidazole (7.0 g, 43.2 mmol) in 1,2-dichlorobenzene (250 ml) was stirred at 180° C. for 6 h under N2. The reaction mixture was cooled to room temperature. The precipitate was filtered off and washed with acetone to give 10.2 g (77%) of the title compound. M.p. >250° C.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe precipitate was filtered off
  3. washwashed with acetone

Sources & evidence

ORD record
ord-8b84273c35244c68a5fe394760f18d2d
Source dataset
uspto-grants-1998_04
Patent number
US05741785

Reaction notes

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