Water → HCID 178448661, compound

HRID 621496Notes

Reaction equation

HRID 621496 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]([O:21][CH3:22])=[CH:17][CH:16]=2)[C:6]1=[O:23])[CH2:2][CH2:3][CH3:4].[CH2:24]([N:26]=[C:27]=S)[CH3:25].O>CN(C=O)C>[CH2:1]([N:5]1[C:10](=[O:11])[C:9]2[C:27]([NH:26][CH2:24][CH3:25])=[N:13][NH:12][C:8]=2[N:7]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=2)[C:6]1=[O:23])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 10966Ethyl isothiocyanateHCID 14100173HCID 14100173, compound

Product 1

HCID 178448661HCID 178448661, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-butyl-6-hydrazino-1-(4-methoxybenzyl)uracil 0.64 g, 2 mM) and ethyl isothiocyanate (0.53 ml, 6 mM) in DMF (6 ml) was stirred at 90° C. for 14 hours and then at 110° C. for 14 hours. To the solution was added water (2 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/ethanol/water gave colorless needles (0.52 g, 70%), m.p. 234°-236° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/ethanol/water

Sources & evidence

ORD record
ord-3ac3eff2425a4ce2bb6f27d62dfb3353
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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