Water → N'-(4-chlorocyclohexyl)-urea

HRID 1580321Notes

Reaction equation

HRID 1580321 reaction equation
C1(S([N:10](C)[C:11](OCC)=[O:12])(=O)=O)C=CC=CC=1.[Cl:17][CH:18]1[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]1.C([O-])(=O)C.O.CO.CN(C)C=O>O1CCOCC1>[Cl:17][CH:18]1[CH2:23][CH2:22][CH:21]([NH:24][C:11](=[O:12])[NH2:10])[CH2:20][CH2:19]1

Participants

6

Reactant 4

HCID 962WaterHCID 21901440N,N-dimethylformamide methanolHCID 53724984Benzenesulfonyl-methyl-urethaneHCID 867329474-Chlorocyclohexylamine acetate

Product 1

HCID 86732946N'-(4-chlorocyclohexyl)-urea

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4.26 g of N-[4-(β-<2-methoxy-5-chlorobenzamido>-ethyl)-benzenesulfonyl-methyl-urethane are heated for 1 1/2 hours in a reflux condenser in 100 ml dioxane with 2 g of 4-chlorocyclohexylamine-acetate. After addition of water and recrystallization of the precipitating product from methanol/dimethylformamide there is obtained in good yield the N-[4-<2-methoxy-5-chlorobenzamido>-ethyl)-benzenesulfonyl]-N'-(4-chlorocyclohexyl)-urea melting at 177° -178°C.

Workup

  1. customis obtained

Sources & evidence

ORD record
ord-af9cfbca12b34e2da601f7fc3c514af1
Source dataset
uspto-grants-1976_01
Patent number
US03932503

Reaction notes

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