Hydrochloric Acid → 1-Methyl-2-[(4-amidinophenyl)thiomethyl]-benzimidazol-5-yl-carboxylic acid-n-phenyl-n-(2-ethoxycarbonylethyl)-amide-hydrochloride

HRID 2288366Notes

Reaction equation

HRID 2288366 reaction equation
[C:1]1([N:7]([CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:8]([C:10]2[CH:29]=[CH:28][C:13]3[N:14]([CH3:27])[C:15]([CH2:17][S:18][C:19]4[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=4)=[N:16][C:12]=3[CH:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:37].C(=O)([O-])[O-].[NH4+:42].[NH4+].C(OCC)(=O)C.C(O)C.N>C(O)C>[ClH:37].[C:1]1([N:7]([CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:8]([C:10]2[CH:29]=[CH:28][C:13]3[N:14]([CH3:27])[C:15]([CH2:17][S:18][C:19]4[CH:24]=[CH:23][C:22]([C:25](=[NH:42])[NH2:26])=[CH:21][CH:20]=4)=[N:16][C:12]=3[CH:11]=2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 517111Ammonium CarbonateHCID 184124501-Methyl-2-[(4-cyanophenyl)thiomethyl]benzimidazol-5-yl-carboxylic acid-n-phenyl-n-(2-ethoxycarbonylethyl)amideHCID 86587043Ethyl acetate ethanol ammonia

Product 1

HCID 184125781-Methyl-2-[(4-amidinophenyl)thiomethyl]-benzimidazol-5-yl-carboxylic acid-n-phenyl-n-(2-ethoxycarbonylethyl)-amide-hydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared analogously to Example 27 from 1-methyl-2-[(4-cyanophenyl)thiomethyl]-benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)-amide, and ethanolic hydrochloric acid, ethanol and ammonium carbonate. Yield: 90% of theory, C28H29N5O3S (515.64) Rf value:0.24 (silica gel; ethyl acetate/ethanol/ammonia=50:45:5) ##EQU11##

Sources & evidence

ORD record
ord-00be2ef1f4554c629c9a9fe866f56d70
Source dataset
uspto-grants-2000_07
Patent number
US06087380

Reaction notes

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