1,1'-Carbonyldiimidazole → HCID 178483446, compound

HRID 248964Notes

Reaction equation

HRID 248964 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH2:9][CH2:10][N:11]([CH3:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])=[CH:4][CH:3]=1.[C:26](N1C=CN=C1)(N1C=CN=C1)=[O:27].[NH:38]([C:42]1[S:43][CH:44]=[C:45]([CH2:47][S:48][CH2:49][CH2:50][NH2:51])[N:46]=1)[C:39]([NH2:41])=[NH:40]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:26]([NH:51][CH2:50][CH2:49][S:48][CH2:47][C:45]2[N:46]=[C:42]([NH:38][C:39]([NH2:41])=[NH:40])[S:43][CH:44]=2)=[O:27])[CH3:19])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 19762487HCID 19762487, compoundHCID 1785127232-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidine

Product 1

HCID 178483446HCID 178483446, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation is effected analogously to Example 63, using 0.9 g (2.5 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,6-hexanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.6 g (2.6 mmol) of 2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethaneamine as starting materials. Working up by chromatography (eluant: methylene chloride) analogously to Example 63 yields the purified title compound in the form of an oil; MS (+FAB method): m/z (rel. int.[%])=617 ([M+H]+, 6), 230 (100), 155 (28); IR (KBr): 1641 cm-1 (C=O).

Workup

  1. customPreparation
  2. custompurified title compound in the form of an oil

Sources & evidence

ORD record
ord-4701016ac09744bf98e8b6c45b89236c
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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