Acetonitrile → HCID 178484395, compound

HRID 261431Notes

Reaction equation

HRID 261431 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[C:2]([NH2:4])=[NH:3].CS[C:17](SC)=[CH:18][N+:19]([O-:21])=[O:20].[C:24](#[N:26])C>>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:17]([NH:26][CH3:24])=[CH:18][N+:19]([O-:21])=[O:20])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 178512644HCID 178512644, compound

Product 1

HCID 178484395HCID 178484395, compound

Procedure

A mixture of 2-guanidino-4-(4-aminobutyl)thiazole (0.43 g.) and 1,1-di(methylthio)-2-nitroethylene (0.33 g.) in acetonitrile (15 ml.) was heated under reflux for 1 hour. The mixture evaporated to dryness and 33% w/v ethanolic methylamine (200 ml.) added. The mixture was stirred for 5 days at room temperature, then filtered and the filtrate evaporated to dryness. The residue was crystallized from ethanol to give 1-[4-(2-guanidinothiazol-4-yl)butylamino]-1-methylamino-2-nitroethylene, m.p. 225° C. (decomposed).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customThe mixture evaporated to dryness and 33%
  4. additionadded
  5. filtrationfiltered
  6. customthe filtrate evaporated to dryness
  7. customThe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-a57125519aa74f23ae7467e386e1062f
Source dataset
uspto-grants-1979_08
Patent number
US04165377

Reaction notes

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