Chloroacetone → HCID 21269547, compound

HRID 1194340Notes

Reaction equation

HRID 1194340 reaction equation
[Na].[CH2:2]([C:9]1[CH:18]=[CH:17][C:12]2[NH:13][C:14](=[S:16])[NH:15][C:11]=2[CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[CH2:20][C:21](=[O:23])[CH3:22]>C(O)C>[CH2:2]([C:9]1[CH:18]=[CH:17][C:12]2[N:13]=[C:14]([S:16][CH2:20][C:21](=[O:23])[CH3:22])[NH:15][C:11]=2[CH:10]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 5360545SodiumHCID 21269540HCID 21269540, compound

Product 1

HCID 21269547HCID 21269547, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.46 g of sodium metal are dissolved in ethanol, then 2.4 g (10 mmoles) of 5-benzyl-benzimidazoline-2-thione are added to this solution under heating. Then 2.4 ml (30 mmoles) of chloroacetone are added dropwise. The reaction mixture is boiled for 1 hour, evaporated, then 40 ml benzene and 20 ml of aqueous 1N sodium hydroxide solution are added. The phases are separated, and the distillation residue of the benzene solution is crytallized with ether. Thereafter the title product thus obtained is recrystallized from isopropanol. M.p.: 102° C.

Workup

  1. temperatureunder heating
  2. customevaporated
  3. addition40 ml benzene and 20 ml of aqueous 1N sodium hydroxide solution are added
  4. customThe phases are separated

Sources & evidence

ORD record
ord-263c9d3b038144848d21f3b9a2c1f0c5
Source dataset
uspto-grants-1989_03
Patent number
US04814329

Reaction notes

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