Carbamic acid, N-methyl-, ethyl ester → HCID 21566325, compound

HRID 1580319Notes

Reaction equation

HRID 1580319 reaction equation
CNC(OCC)=O.[CH2:8]([O:10][C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][C:17]=1[CH3:18])[NH2:14])[CH3:9]>O1CCOCC1>[CH2:8]([O:10][CH:11]1[CH:17]([CH3:18])[CH2:16][CH2:15][CH:13]([NH2:14])[CH2:12]1)[CH3:9]

Participants

4

Reactant 2

HCID 7752Carbamic acid, N-methyl-, ethyl esterHCID 2963233-ethoxy-4-methylaniline

Product 1

HCID 21566325HCID 21566325, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4 g of N-[4-(β-<2-methoxy-5-methylbenzamido>-ethyl)-benzenesulfonyl]-methyl-urethane (melting point 175° - 177°C) are suspended in 75 ml of dioxane and 1.7 g of 3-ethoxy-4-methyl-cyclohexylamine (boiling at 80°C under a pressure of 10 mm of mercury) obtained by hydrogenation of the nucleus of 3-ethoxy-4-methylaniline at Co2O3 at 260° C and 250 atmospheres H2) are added. The whole is heated for 1 hour to 110°C. Then the N-[4-(β-<2-methoxy-5-methylbenzamido>-ethyl)-benzenesulfonyl]-N'-(3-ethoxy-4-methyl-cyclohexyl)-urea is precipitated by means of water. The cristals melt after recrystallization from methanol at 172°- 174°C.

Sources & evidence

ORD record
ord-5996eff1ca8f4f1a911420409c58b15e
Source dataset
uspto-grants-1976_01
Patent number
US03932503

Reaction notes

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