Ethanol → HCID 178448667, compound

HRID 621493Notes

Reaction equation

HRID 621493 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([NH:12][NH2:13])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)[C:6]1=[O:24])[CH2:2][CH2:3][CH3:4].[CH3:25][N:26]=[C:27]=S.C(O)C>CN(C=O)C>[CH2:1]([N:5]1[C:10](=[O:11])[C:9]2[C:25]([NH:26][CH3:27])=[N:13][NH:12][C:8]=2[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)[C:6]1=[O:24])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 11167Methyl isothiocyanateHCID 14100186HCID 14100186, compound

Product 1

HCID 178448667HCID 178448667, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-butyl-6-hydrazino-1-(4-nitrobenzyl)uracil (1.7 g, 5 mM) and methyl isothiocyanate (0.7 ml, 10 mM) in DMF (20 ml) was stirred at 120° C. for 20 hours. To the solution was added ethanol (20 ml) and the mixture was cooled to give crystalline product. Recrystallization from DMF/ethanol gave pale yellow crystals (0.61 g, 32%), m.p. 277°-279° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystalline product
  3. customRecrystallization from DMF/ethanol

Sources & evidence

ORD record
ord-b424cfea1ac84985ba7eda975ba176d5
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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