Dicyclohexylcarbodiimide → HCID 86742470, compound

HRID 867915Notes

Reaction equation

HRID 867915 reaction equation
[ClH:1].[N:2]1([NH:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]=[CH:3]1.CS(O[C:22]1[CH:31]=[CH:30][C:29]2[C:24](=[CH:25][CH:26]=[C:27]([C:32](=[NH:34])[NH2:33])[CH:28]=2)[CH:23]=1)(=O)=O.C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[ClH:1].[ClH:1].[N:2]1([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([O:14][C:22]3[CH:31]=[CH:30][C:29]4[C:24](=[CH:25][CH:26]=[C:27]([C:32](=[NH:33])[NH2:34])[CH:28]=4)[CH:23]=3)=[O:13])=[CH:15][CH:16]=2)[CH2:6][CH2:5][N:4]=[CH:3]1

Participants

6

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 130505606-Carbamimidoylnaphthalen-2-yl methanesulfonateHCID 67935692HCID 67935692, compound

Product 1

HCID 86742470HCID 86742470, compoundYield 63.6%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

Alternatively, 4 g of 4-(2-imidazolinyl)amino-benzoic acid hydrochloride, 4.67 g of 6-amidino-2-naphthol methanesulfonate and 0.2 g of DMAP were dissolved in 60 ml of anhydrous pyridine, 5.13 g of DCC was added to the solution and then the reaction mixture was treated as described above, via a carbonate salt, to yield 2.35 g of 6-amidino-2-naphthyl 4-(2-imidazolinyl)amino-benzoate dihydrochloride.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-9ec3baf67f1e449990ef2d3226cdc8f4
Source dataset
uspto-grants-1988_10
Patent number
US04777182

Reaction notes

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