HCID 19762536, compound → HCID 178483802, compound

HRID 248947Notes

Reaction equation

HRID 248947 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:9][CH2:10][N:11]([CH3:16])[CH2:12][CH2:13][CH2:14][NH2:15])=[CH:4][CH:3]=1.[C:23]([NH:25][C:26](=[N:34][CH2:35][CH2:36][S:37][CH2:38][C:39]1[N:40]=[C:41]([NH:44][C:45]([NH2:47])=[NH:46])[S:42][CH:43]=1)OC1C=CC=CC=1)#[N:24]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][CH2:14][NH:15][C:26]([NH:25][C:23]#[N:24])=[N:34][CH2:35][CH2:36][S:37][CH2:38][C:39]2[N:40]=[C:41]([NH:44][C:45]([NH2:47])=[NH:46])[S:42][CH:43]=2)[CH3:16])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 19762536HCID 19762536, compoundHCID 178512334HCID 178512334, compound

Product 1

HCID 178483802HCID 178483802, compound

Procedure

Preparation is effected analogously to Example 1, using 0.8 g (2.5 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,3-propanediamine and 0.94 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 dry foam; MS (+FAB method): m/z (rel. int.[%])=599 ([M+H]+,7), 230 (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.: from 160° 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 dry foam
  4. customrecrystallised from ether/isopropanol
  5. customfrom 160° C.

Sources & evidence

ORD record
ord-63c2db2f3877439d9c6c4e9d4fb0d065
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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