Chloroform → HCID 66707707, compound

HRID 1890224Notes

Reaction equation

HRID 1890224 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH2:10][CH3:11])[C:4]=1[C:12]1[C:13](=[O:21])[N:14]([CH3:20])[N:15]=[C:16]([CH3:19])[C:17]=1[OH:18])[CH3:2].C(Cl)(Cl)Cl.Cl[CH2:27][N:28]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:29](=[O:33])[O:30][CH2:31][CH3:32]>C(N(CC)CC)C>[CH2:1]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH2:10][CH3:11])[C:4]=1[C:12]1[C:13](=[O:21])[N:14]([CH3:20])[N:15]=[C:16]([CH3:19])[C:17]=1[O:18][CH2:27][N:28]([C:29]([O:30][CH2:31][CH3:32])=[O:33])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 37185Ethyl(chloromethyl)phenyl carbamic acidHCID 546837784-(2,6-Diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-3(2H)-pyridazinone

Product 1

HCID 66707707HCID 66707707, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a mixture of 0.30 g of 4-(2,6-diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-3(2H)-pyridazinone [compound (II-1-2)] and 5 mL of chloroform, 0.22 mL of triethylamine and 0.52 mL of ethyl N-chloromethyl-N-phenylcarbamate were added, followed by stirring at room temperature for 13.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:1) to obtain 0.27 g of 4-(2,6-diethyl-4-methylphenyl)-5-(N-ethoxycarbonyl-N-phenylaminomethoxy)-2,6-dimethyl-3(2H)-pyridazinone [compound (I-6-1)].

Workup

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-515df076c81b4cd783812758f5da77bd
Source dataset
uspto-grants-2013_08
Patent number
US08507410B2

Reaction notes

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