Hydrochloric Acid → HCID 178478763, compound

HRID 1419223Notes

Reaction equation

HRID 1419223 reaction equation
[ClH:1].[OH:2][CH2:3][CH2:4][NH:5][N:6]=[CH:7][NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=1.[C:18]([C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[C:27]([CH2:31][CH2:32][C:33](=[O:35])[NH2:34])=[C:26](O)[CH:25]=[CH:24]2)(=[NH:20])[NH2:19].Cl.C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[ClH:1].[ClH:1].[OH:2][CH2:3][CH2:4][NH:5][N:6]=[CH:7][NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([O:15][C:26]2[CH:25]=[CH:24][C:23]3[C:28](=[CH:29][CH:30]=[C:21]([C:18](=[NH:19])[NH2:20])[CH:22]=3)[C:27]=2[CH2:31][CH2:32][C:33](=[O:35])[NH2:34])=[O:14])=[CH:11][CH:10]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10868DicyclohexylcarbodiimideHCID 1360298136-Amidino-1-(2-carbamoylethyl)-2-naphtholHCID 178479746HCID 178479746, compound

Product 1

HCID 178478763HCID 178478763, compoundYield 78.3%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

20 Milliliters of 20% hydrous pyridine was added to 1.45 g of 4-[(2-hydroxyethyl)aminoiminomethylamino]benzoic acid.hydrochloride, 1.5 g of 6-amidino-1-(2-carbamoylethyl)-2-naphthol.hydrochloric acid, 1.26 g of DCC and 62.3 mg of DMAP, followed by stirring for 2 hours under cooling with ice and then 24 hours at room temperature. Thereafter, the same procedure as in Example 1 was effected to obtain 1.17 g of the desired product.

Workup

  1. temperatureunder cooling with ice
  2. custom24 hours
  3. customat room temperature

Sources & evidence

ORD record
ord-cc1056b5172b446b83b33b3351fbff5e
Source dataset
uspto-grants-1999_03
Patent number
US05885990

Reaction notes

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