Methanol → HCID 178456469, compound

HRID 621483Notes

Reaction equation

HRID 621483 reaction equation
[NH:1]([C:3]1[N:8]([CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[C:7](=[O:16])[N:6]([CH2:17][CH2:18][CH3:19])[C:5](=[O:20])[CH:4]=1)[NH2:2].[CH3:21][N:22]=[C:23]=S.CO>CN(C=O)C>[CH3:21][NH:22][C:23]1[C:4]2[C:5](=[O:20])[N:6]([CH2:17][CH2:18][CH3:19])[C:7](=[O:16])[N:8]([CH2:9][C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)[C:3]=2[NH:1][N:2]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 14100179HCID 14100179, compound

Product 1

HCID 178456469HCID 178456469, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-hydrazino-1-(3-pyridylmethyl)-3-propyluracil (0.7 g, 2.66 mM) and methyl isothiocyanate (0.7 ml, 10.3 mM) in DMF (10 ml) was heated at 90° C. for 14 hours and then at 110° C. for 14 hours. To the reaction solution was added 50% methanol (10 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/ethanol/water afforded colorless needles (0.5 g, 60%), m.p. >300° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/ethanol/water afforded colorless needles (0.5 g, 60%), m.p. >300° C.

Sources & evidence

ORD record
ord-5b1f93253538417ca375ca6662c198ea
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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