Methanol → HCID 54562382, compound

HRID 1076193Notes

Reaction equation

HRID 1076193 reaction equation
[CH3:1][OH:2].N1C=CC=CC=1.[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[C:20](=[N:21][S:22]Cl)[C:19](=[O:24])[N:18]([CH3:25])[C:17]1=[O:26]>C(Cl)Cl>[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[C:20](=[N:21][S:22][O:2][CH3:1])[C:19](=[O:24])[N:18]([CH3:25])[C:17]1=[O:26]

Participants

5

Reactant 3

HCID 887MethanolHCID 1049PyridineHCID 54551696HCID 54551696, compound

Product 1

HCID 54562382HCID 54562382, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 3.2 g (0.1 mole) methanol and 7.9 g (0.1 mole) pyridine in 20 ml of methylene chloride was added dropwise to a solution of about 0.1 mole of 1-(2-fluorophenyl)-3-methyl-5-chlorothioimino-2,4-imidazolidinedione in 100 ml of methylene chloride at 0°C. The resulting reaction mixture was stirred for about 30 minutes at 0°C., washed with water, washed with sodium bicarbonate, dried over magnesium sulfate, and evaporated under reduced pressure to give a yellow solid residue. The solid was washed with isopropyl alcohol to give the product as a pale yellow solid, m.p. 124°-127° C. Elemental analysis showed:

Workup

  1. customThe resulting reaction mixture
  2. washwashed with water
  3. washwashed with sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under reduced pressure
  6. customto give a yellow solid residue
  7. washThe solid was washed with isopropyl alcohol

Sources & evidence

ORD record
ord-76ce5fe19b1d4ba2abba514286901d75
Source dataset
uspto-grants-1976_05
Patent number
US03956308

Reaction notes

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