Hydrazine → HCID 86747345, compound

HRID 256539Notes

Reaction equation

HRID 256539 reaction equation
[S:1]([OH:5])(=[O:4])(=[O:3])[CH3:2].[OH:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][CH2:12][NH:11][CH:10]1SC.[NH2:17][NH2:18]>C(O)C.COC(C)(C)C>[S:1]([OH:5])(=[O:4])(=[O:3])[CH3:2].[OH:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][CH2:12][NH:11][CH:10]1[NH:17][NH2:18]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 867473441-(2-Hydroxyethyl)-2-methylthio-3,4,5,6-tetrahydropyrimidine mesylate

Product 1

HCID 86747345HCID 86747345, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

1-(2-hydroxyethyl)-2-methylthio-3,4,5,6-tetrahydropyrimidine mesylate (87.2 g) is suspended in ethyl alcohol (150 ml) and treated with anhydrous hydrazine (22 mL). The mixture becomes clear within a few minutes. It is stirred at room temperature overnight and then diluted with t-butyl methyl ether (2 liters). The solution is kept in the freezer at -20° C. until the solid separates, filters and dries. Recrystallization from isopropyl alcohol and t-butyl methyl ether gives 68.12 g of 1-(2-hydroxyethyl)- 2-hydrazino-3,4,5,6-tetrahydropyrimidine mesylate, melting point 82.2°-84.4° C.

Workup

  1. waitThe mixture becomes clear within a few minutes
  2. customis kept in the freezer at -20° C. until the solid separates, filters and dries
  3. customRecrystallization from isopropyl alcohol and t-butyl methyl ether

Sources & evidence

ORD record
ord-bf885bf68cd14ebe999cf9a6d00bd630
Source dataset
uspto-grants-1993_11
Patent number
US05258381

Reaction notes

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