Acetone → HCID 86732945, compound

HRID 1580320Notes

Reaction equation

HRID 1580320 reaction equation
C1(S([NH2:10])(=O)=O)C=CC=CC=1.CC(C)=O.[CH3:15][O:16][CH:17]1[CH:22]([CH3:23])[CH2:21][CH2:20][CH:19]([N:24]=[C:25]=[O:26])[CH2:18]1>[OH-].[Na+].O>[CH3:15][O:16][CH:17]1[CH:22]([CH3:23])[CH2:21][CH2:20][CH:19]([NH:24][C:25](=[O:26])[NH2:10])[CH2:18]1

Participants

6

Reactant 3

HCID 180AcetoneHCID 7370BenzenesulfonamideHCID 21566304HCID 21566304, compound

Product 1

HCID 86732945HCID 86732945, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

5 g of 4-(β-<3-methoxy-methoxy-thiophen-2-carbonamido>-ethyl)-benzenesulfonamide (melting point 160° - 162°C) were dissolved in 7 ml of 2N sodium hydroxide solution and 50 ml of acetone and 2.4 g of 3-methoxy-4-methylcyclohexyl-isocyanate (boiling at 90°C under a pressure of 10 mm of mercury) were added dropwise at 0° - 5° C. Then stirring was continued for 2 hours, then the whole was diluted with water, and any undissolved matter was filtered off, and the filtrate was acidified with dilute hydrochloric acid. The N-[4-(β-<3-methoxy-methoxy-thiophen-2-carbonamido> -ethyl)-benzenesulfonyl]-N'-(3-methoxy-4-methyl-cyclohexyl)-urea precipitating in crystalline form melted at 125° - 127° C after recrystallization from methanol.

Workup

  1. filtrationany undissolved matter was filtered off

Sources & evidence

ORD record
ord-b84d728baf344979b69d1f993d6c6c0a
Source dataset
uspto-grants-1976_01
Patent number
US03932503

Reaction notes

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