Urea → HCID 178513087, compound

HRID 2058650Notes

Reaction equation

HRID 2058650 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]([Br:13])[C:10](O)=[O:11].[NH2:14][C:15]([NH2:17])=O.CSC(=N)[NH2:21]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]([Br:13])[C:10]([NH:14][C:15]([NH2:17])=[NH:21])=[O:11]

Participants

5

Reactant 3

HCID 1176UreaHCID 51422-Methyl-2-thiopseudoureaHCID 20549421HCID 20549421, compound

Product 1

HCID 178513087HCID 178513087, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent3×

Procedure

The compound of Example 1 was prepared by adding dropwise to 4.3 g (0.015 mols) 2-(2,6-dichlorophenyl)-2-bromo-acetic acid in 50 ml acetone 1.6 g (0.008 mols) dicyclohexyl carbodiimide in 10 ml acetone over a period of 15 minutes. After filtration of the urea, dropwise addition of 1.35 g (0.015 mols) S-methylisothiourea in 25 ml acetone is carried out. Thirty minutes later, the precipitate is suction-filtered, the filtrate evaporated and the residue mixed with acetone and suction-filtered once again. The product of the first stage is S-Methyl-N-[2-(2,6-dichlorophenyl)-2-bromo-acetyl] isothiourea. The decomposition point is 175 degrees C.

Workup

  1. filtrationThirty minutes later, the precipitate is suction-filtered
  2. customthe filtrate evaporated
  3. additionthe residue mixed with acetone
  4. filtrationsuction-filtered once again

Sources & evidence

ORD record
ord-c406e3e9cdb2483a813a375734433ec1
Source dataset
uspto-grants-1982_03
Patent number
US04318915

Reaction notes

Loading…