Cyclopentylamine → HCID 21434431, compound

HRID 2398172Notes

Reaction equation

HRID 2398172 reaction equation
C(O[C:4](=[O:25])[NH:5][S:6]([C:9]1[CH:24]=[CH:23][C:12]2[CH2:13][CH2:14][N:15]([C:18](=[O:22])[N:19]([CH3:21])[CH3:20])[CH2:16][CH2:17][C:11]=2[CH:10]=1)(=[O:8])=[O:7])C.[CH:26]1([NH2:31])[CH2:30][CH2:29][CH2:28][CH2:27]1>O1CCOCC1>[CH:26]1([NH:31][C:4]([NH:5][S:6]([C:9]2[CH:24]=[CH:23][C:12]3[CH2:13][CH2:14][N:15]([C:18](=[O:22])[N:19]([CH3:21])[CH3:20])[CH2:16][CH2:17][C:11]=3[CH:10]=2)(=[O:8])=[O:7])=[O:25])[CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 53895465HCID 53895465, compound

Product 1

HCID 21434431HCID 21434431, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 8.0 g. of [(3-dimethylcarbamoyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)sulfonyl]carbamic acid ethyl ester and 2.4 ml. of cyclopentylamine in 43 ml. of dioxane is heated under reflux for 1 hour and the solution subsequently evaporated in vacuo. Chromatography of the evaporation residue on 400 g. of silica gel with a mixture of 5 parts by volume of methanol and 95 parts by volume of chloroform yields the 1-cyclopentyl-3-[(3-dimethylcarbamoyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)sulfonyl]urea, m.p. 179°-180° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. customthe solution subsequently evaporated in vacuo
  3. additionof silica gel with a mixture of 5 parts by volume of methanol and 95 parts by volume of chloroform

Sources & evidence

ORD record
ord-ab41eb7c818f468e8ad17a56fc5ac8a6
Source dataset
uspto-grants-1977_05
Patent number
US04024128

Reaction notes

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