1,1'-Carbonyldiimidazole → HCID 178483468, compound

HRID 248965Notes

Reaction equation

HRID 248965 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:9][CH2:10][N:11]([CH3:18])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])=[CH:4][CH:3]=1.[C:25](N1C=CN=C1)(N1C=CN=C1)=[O:26].[NH:37]([C:41]1[S:42][CH:43]=[C:44]([CH2:46][S:47][CH2:48][CH2:49][NH2:50])[N:45]=1)[C:38]([NH2:40])=[NH:39]>C(OCC)(=O)C.CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:25]([NH:50][CH2:49][CH2:48][S:47][CH2:46][C:44]2[N:45]=[C:41]([NH:37][C:38]([NH2:40])=[NH:39])[S:42][CH:43]=2)=[O:26])[CH3:18])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 19762500HCID 19762500, compoundHCID 1785127232-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidine

Product 1

HCID 178483468HCID 178483468, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

Preparation is effected analogously to Example 63, using 1.04 g (3 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,5-pentanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.75 g (3.3 mmol) of 2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethaneamine as starting materials. Working up by chromatography (eluant: chloroform/methanol 9+1) analogously to Example 63 yields the purified title compound in the form of a dry foam; MS (+FAB method): m/z (rel. int.[%])=603 ([M+H]+, 1), 155 (18), 230 (100); IR (KBr): 1640 cm-1 (C=O).

Workup

  1. customPreparation
  2. custompurified title compound in the form of a dry foam

Sources & evidence

ORD record
ord-7185abe49bdd49f1a5c78b6a9f3c1495
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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