Triethylamine → HCID 54441608, compound

HRID 1940205Notes

Reaction equation

HRID 1940205 reaction equation
C(O[C:4]([N:6]([CH3:29])[N:7]=[C:8]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:28])[C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[NH:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:5])C.C(N(CC)CC)C.ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl.[CH2:49]([O:51][C:52](=[O:54])C)[CH3:50]>C1(C)C=CC=CC=1>[CH2:49]([O:51][C:52](=[O:54])[CH2:29][N:6]1[N:7]=[C:8]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[Cl:28])[C:9]2[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=2[N:16]([CH2:17][C:18]([CH3:21])([CH3:19])[CH3:20])[C:4]1=[O:5])[CH3:50]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 94429TriphosgeneHCID 86751744HCID 86751744, compound

Product 1

HCID 54441608HCID 54441608, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 2-neopentylamino-2',5-dichlorobenzophenone ethoxycarbonyl methyl hydrazone (0.16 g) and triethylamine (90 mg) in toluene (2 ml) was added triphosgene (54 mg). The mixture was stirred for one hour at 70° C., to which was added acetic acid ethyl ester (50 ml). The mixture was washed with water and, then dried over anhydrous sodium sulfate. The solvent was then distilled off. The residue was purified by means of a silica-gel column chromatography (hexane:acetic acid ethyl ester=3:1 v/v as an eluent) to give 0.16 g of an oily compound.

Workup

  1. washThe mixture was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationThe solvent was then distilled off
  4. customThe residue was purified by means of a silica-gel column chromatography (hexane

Sources & evidence

ORD record
ord-4192bbd75d174baabd97ceae49e568df
Source dataset
uspto-grants-1997_12
Patent number
US05698691

Reaction notes

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