HCID 67882088, compound → HCID 178425941, compound

HRID 248951Notes

Reaction equation

HRID 248951 reaction equation
[CH3:1][N:2]([CH2:8][CH2:9][S:10][CH:11]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[C:25]([NH:27][C:28](=[N:36][CH2:37][CH2:38][S:39][CH2:40][C:41]1[N:42]=[C:43]([NH:46][C:47]([NH2:49])=[NH:48])[S:44][CH:45]=1)OC1C=CC=CC=1)#[N:26]>>[C:25]([NH:27][C:28]([NH:36][CH2:37][CH2:38][S:39][CH2:40][C:41]1[N:42]=[C:43]([NH:46][C:47]([NH2:49])=[NH:48])[S:44][CH:45]=1)=[N:7][CH2:6][CH2:5][CH2:4][CH2:3][N:2]([CH2:8][CH2:9][S:10][CH:11]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:1])#[N:26]

Participants

3

Reactant 2

HCID 67882088HCID 67882088, compoundHCID 178512334HCID 178512334, compound

Product 1

HCID 178425941HCID 178425941, compound

Procedure

Preparation is effected analogously to Example 1, using 0.87 g (2.5 mmol) of N-methyl-N-[2-[[(4-methylphenyl)phenyl-methyl]thio]ethyl]-1,4-butanediamine and 0.95 g (2.5 mmol) of N-cyano-N'-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]-O-phenyl-isourea as starting materials. Working up by chromatography analogously to Example 1 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int.[%])=624 ([M+H]+,6), 181 (100); IR (KBr): 2161 cm-1 (C≡N). For analytical purposes a sample is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from ether/isopropanol; m.p.: 134°-140° C. with decomposition.

Workup

  1. customPreparation
  2. customWorking up by chromatography analogously to Example 1 yields the
  3. custompurified title compound in the form of a viscous oil
  4. customrecrystallised from ether/isopropanol

Sources & evidence

ORD record
ord-8a9f288e1e9e458da18a23df30c0ec77
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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