Hydrochloric Acid → 4-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride

HRID 1491867Notes

Reaction equation

HRID 1491867 reaction equation
[NH2:1][C:2](=[N:4][C:5]1[S:6][CH:7]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH:17]C(=O)CC)[N:11]=2)[N:9]=1)[NH2:3].[ClH:22]>C(O)C>[ClH:22].[ClH:22].[ClH:22].[NH2:17][CH2:16][C:12]1[N:11]=[C:10]([C:8]2[N:9]=[C:5]([N:4]=[C:2]([NH2:3])[NH2:1])[S:6][CH:7]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 117798082-(Diaminomethyleneamino)-4-(6-propionylaminomethylpyridin-2-yl)thiazole

Product 1

HCID 189538374-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of 2-(diaminomethyleneamino)-4-(6-propionylaminomethylpyridin-2-yl)thiazole (49.0 g) and conc. hydrochloride acid (134 ml) in ethanol (500 ml) was heated under reflux for 7 hours and after the mixture was cooled to ambient temperature. To the mixture was added ethanol (500 ml) with stirring and the isolated precipitate was collected by filtration to give 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride (52.36 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. filtrationthe isolated precipitate was collected by filtration

Sources & evidence

ORD record
ord-ae3fce2e749e4f3cbba491845e4fb78e
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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