Benzene → HCID 178505161, compound

HRID 2351012Notes

Reaction equation

HRID 2351012 reaction equation
[CH3:1][S:2]([N:5]=[C:6]1[O:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[O:7]1)(=[O:4])=[O:3].[O:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH2:20][S:21][CH2:22][CH2:23][NH2:24].C1C=CC=CC=1>C(Cl)Cl>[O:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH2:20][S:21][CH2:22][CH2:23][NH:24][C:6](=[N:5][S:2]([CH3:1])(=[O:3])=[O:4])[O:10][C:9]1[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=1[OH:7]

Participants

5

Reactant 3

HCID 241BenzeneHCID 1189702-(Furfurylthio)ethylamineHCID 19847913HCID 19847913, compound

Product 1

HCID 178505161HCID 178505161, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

42.6 g of 2-methanesulfonylimino-1,3benzodioxole was suspended in 126 ml of methylene chloride. Thereto was dropwise added 31.4 g of 2-[(2furyl)methylthio]ethylamine at 10° to 15° C. Stirring was effected at the same temperature for 30 minutes. The reaction mixture was mixed with 250 ml of benzene and the resulting mixture was stirred at the same temperature for 30 minutes. The crystals deposited were collected by filtration to obtain 65.5 g (yield: 88%) of N-[2-[(2-furyl)methylthio]ethyl]-O-(2-hydroxyphenyl)-N'-methanesulfonylisourea.

Workup

  1. customat 10° to 15° C
  2. stirringthe resulting mixture was stirred at the same temperature for 30 minutes
  3. filtrationThe crystals deposited were collected by filtration

Sources & evidence

ORD record
ord-d25ea1580b014868b4fd93c40c593987
Source dataset
uspto-grants-1989_10
Patent number
US04871765

Reaction notes

Loading…