Benzoyl chloride → {3-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidin-1-yl}(phenyl)methanone

HRID 1973250Notes

Reaction equation

HRID 1973250 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][N:11]1[CH2:15][CH2:14][NH:13][C:12]1=[C:16]([N+:24]([O-:26])=[O:25])[S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)CC)C>C(Cl)Cl>[C:1]([N:13]1[CH2:14][CH2:15][N:11]([CH3:10])[C:12]1=[C:16]([N+:24]([O-:26])=[O:25])[S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 706390091-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine

Product 1

HCID 54537871{3-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidin-1-yl}(phenyl)methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.71 g of benzoyl chloride was added to 1.26 g of 1B and 0.63 g of triethylamine in 25 ml of methylene chloride at 0°-20°. After stirring overnight at room temperature, the solvent was stripped. The solid residue was triturated with ice-cold methanol and then filtered to give 2, as a yellow solid, m.p.: 175°-178°.

Workup

  1. customThe solid residue was triturated with ice-cold methanol
  2. filtrationfiltered
  3. customto give 2

Sources & evidence

ORD record
ord-283fd835c1c544ffb04fed3235478541
Source dataset
uspto-grants-1976_12
Patent number
US03996372

Reaction notes

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