Hydrochloric Acid → HCID 178485112, compound

HRID 895027Notes

Reaction equation

HRID 895027 reaction equation
C([N:3]=[C:4]([NH:21][CH2:22][CH2:23][S:24][CH2:25][C:26]1[N:27]=[CH:28][NH:29][C:30]=1[CH3:31])[NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([NH:19]C)=[N:16][C:17]#N)#N.Cl>>[CH3:31][C:30]1[NH:29][CH:28]=[N:27][C:26]=1[CH2:25][S:24][CH2:23][CH2:22][N:21]=[C:4]([NH2:3])[NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([NH2:19])=[N:16][CH3:17]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178485045HCID 178485045, compound

Product 1

HCID 178485112HCID 178485112, compound

Procedure

The product of Example 20 was heated under reflux with an excess of 12 N hydrochloric acid for 10 hours and evaporated to low volume. This solution was basified by the addition of a basic polyamine polystyrene ion-exchange resin cross-linked with 2% divinylbenzene (OH- form) and the solution was evaporated to dryness to give 1-[N'-(2-((5-methyl-4-imidazolyl)methylthio)ethyl)guanidino]-8-[N'-methylguanidino]octane. To this product was added an excess of hydrochloric acid and the solution evaporated to dryness to give the trihydrochloride which was a glass: nmr:- (100 MHz. D2O) 1.4 (m,(CH2)6), 2.32(s,CH3), 2.76(m,(CH2S)), 2.84(s,(NHCH3), 3.19(m(2xNCH2)), 3.42(m,NCH2), 3.89(s,CH2S), 8.59(s,Imid2-H).

Workup

  1. customevaporated to low volume
  2. additionThis solution was basified by the addition of a basic polyamine polystyrene ion-exchange resin cross-linked with 2% divinylbenzene (OH- form)
  3. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-03a5a8d1f4ae4bd380ece1e3ff826b13
Source dataset
uspto-grants-1981_08
Patent number
US04285952

Reaction notes

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