Sodium Hydroxide → HCID 18412617, compound

HRID 50222Notes

Reaction equation

HRID 50222 reaction equation
[ClH:1].[C:2]1([N:8]([CH2:31][C:32]([O:34]CC)=[O:33])[C:9]([C:11]2[CH:12]=[CH:13][C:14]3[S:18][C:17]([CH2:19][NH:20][C:21]4[CH:26]=[CH:25][C:24]([C:27](=[NH:29])[NH2:28])=[CH:23][CH:22]=4)=[N:16][C:15]=3[CH:30]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)(=O)C.C(Cl)Cl.C(O)C>[ClH:1].[C:2]1([N:8]([CH2:31][C:32]([OH:34])=[O:33])[C:9]([C:11]2[CH:12]=[CH:13][C:14]3[S:18][C:17]([CH2:19][NH:20][C:21]4[CH:26]=[CH:25][C:24]([C:27](=[NH:28])[NH2:29])=[CH:23][CH:22]=4)=[N:16][C:15]=3[CH:30]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18412331HCID 18412331, compound

Product 1

HCID 18412617HCID 18412617, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 10 from 2-[N-(4-amidinophenyl)aminomethyl]benzothiazol-5-yl-carboxylic acid-N-phenyl-N-(ethoxycarbonylmethyl)amide hydrochloride and sodium hydroxide solution. Yield: 75% of theory, C24H21N5O3S (459.53); Rf value: 0.14 (silica gel; methylene chloride/ethanol=4:1+a few drops of acetic acid); EKA mass spectrum: (M+H)+=460; (M+Na)+=482.

Sources & evidence

ORD record
ord-8b7f87ec74a64cf5b47e62ece4fa1ecf
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

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