2,6-Dichloroaniline → 1-(2,6-Dichlorophenyl)-3-methanesulfonylurea

HRID 1902805Notes

Reaction equation

HRID 1902805 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.[CH3:47][S:48]([N:51]=[C:52]=[O:53])(=[O:50])=[O:49]>C1C=CC=CC=1.C(N(CC)CC)C>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH:4][C:52]([NH:51][S:48]([CH3:47])(=[O:50])=[O:49])=[O:53]

Participants

6

Reactant 3

HCID 118462,6-DichloroanilineHCID 9809426Di-n-butyldilauryltinHCID 12668338Methanesulfonyl isocyanate

Product 1

HCID 128737831-(2,6-Dichlorophenyl)-3-methanesulfonylurea

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 241BenzeneSolvent2×

Procedure

A solution was prepared containing 3.2 g (0.02 mole) of 2,6-dichloroaniline in 30 ml benzene, and one drop each of triethylamine and dibutyltin dilaurate. A second solution of 2.4 g (0.02 mole) of methanesulfonylisocyanate in 6 ml of benzene was added to the first solution. The temperature of the reaction mixture was allowed to rise to 35° C. The mixture was then allowed to stand for three days.

Workup

  1. customA solution was prepared
  2. customto rise to 35° C

Sources & evidence

ORD record
ord-95699cc7a12e4f1bb02911f07188b50e
Source dataset
uspto-grants-1982_12
Patent number
US04365990

Reaction notes

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