Dichloromethane → 1-Cycloheptyl-1-(6,7,8,9-tetrahydro-5H-benzocyclohepten-5-yl)-3-[p-(N,N-dimethylamino)phenyl]urea monohydrochloride

HRID 37645

Reaction equation

HRID 37645 reaction equation
[CH:1]1([NH:8][C:9]2[C:14]3[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:20][N:21]([C:23]1[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=1)[CH3:22].[Cl:32]CCl>>[ClH:32].[CH:1]1([N:8]([CH:9]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:19][C:18]=3[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:30]([NH:29][C:26]2[CH:27]=[CH:28][C:23]([N:21]([CH3:22])[CH3:20])=[CH:24][CH:25]=2)=[O:31])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 27333724-(Dimethylamino)phenyl isocyanateHCID 19936134N-Cycloheptyl-(6,7,8,9-tetrahydro-5H-benzocycloheptenyl)amine

Product 1

HCID 197856731-Cycloheptyl-1-(6,7,8,9-tetrahydro-5H-benzocyclohepten-5-yl)-3-[p-(N,N-dimethylamino)phenyl]urea monohydrochloride

Procedure

N-Cycloheptyl-(6,7,8,9-tetrahydro-5H-benzocycloheptenyl)amine (0.8 g, 3.1 mmol) and 4-(N,N-dimethyamino)phenylisocyanate (0.50 g, 3.1 mmol) was stirred in dichloromethane (10 ml) at room temperature for 18 hrs. The reaction mixture was then purified by silica gel column chromatography. The resulting urea compound was treated with hydrochloric acid in ether to give 0.72 g of the above hydrochloride compound.

Workup

  1. customThe reaction mixture was then purified by silica gel column chromatography
  2. additionThe resulting urea compound was treated with hydrochloric acid in ether

Sources & evidence

ORD record
ord-b7fec6b979644c45868240396b343456
Source dataset
uspto-grants-1995_05
Patent number
US05420348

Linked notes

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